CN111936546A

CN111936546A - Composition, cured product, optical filter, and method for producing cured product

Info

Publication number: CN111936546A
Application number: CN201980024059.5A
Authority: CN
Inventors: 前田洋介
Original assignee: Adeka Corp
Current assignee: Adeka Corp
Priority date: 2018-06-04
Filing date: 2019-06-03
Publication date: 2020-11-13
Also published as: JP7374567B2; WO2019235435A1; TW202004344A; JPWO2019235435A1; KR20210016324A

Abstract

The main object of the present invention is to provide a composition capable of obtaining a cured product excellent in light absorption in a desired wavelength region. The present invention solves the above problems by providing a composition comprising a dye, a cationically polymerizable component and an acid generator. The dye preferably has a maximum absorption wavelength at 450nm or more and less than 550 nm. The cationic polymerizable component preferably contains at least one selected from the group consisting of an epoxy compound and an oxetane compound.

Description

Composition, cured product, optical filter, and method for producing cured product

Technical Field

The present invention relates to a composition containing a coloring matter, a cationically polymerizable component and an acid generator.

Background

Compounds having a large absorption intensity with respect to specific light are used as optical elements of recording layers of optical recording media such as CD-R, DVD-R, DVD + R, BD-R, and image display devices such as liquid crystal display devices (LCDs), Plasma Display Panels (PDPs), electroluminescent displays (ELDs), cathode ray tube display devices (CRTs), fluorescent display tubes, and field emission displays.

Patent document 1 discloses a resin composition containing a specific acrylic resin and a dye having a maximum absorption at 380 to 780nm as a composition for an optical filter for the purpose of preventing a remote malfunction in a plasma display and absorbing neon and orange light generated in the plasma display.

Patent document 2 discloses a radical polymerizable photosensitive composition containing a sensitizing dye having an absorption maximum at 350 to 850nm as an image recording material having high sensitivity to the oscillation wavelength of a short-wave semiconductor laser.

Patent document 3 discloses a curable composition containing a lake pigment having an absorption maximum at 700 to 1100nm as a composition used for forming an optical filter such as a solid-state imaging device.

Documents of the prior art

Patent document

Patent document 1: japanese patent laid-open publication No. 2004-323819

Patent document 2: japanese patent laid-open No. 2006 and 259558

Patent document 3: japanese patent laid-open No. 2007-271745

Disclosure of Invention

Problems to be solved by the invention

As a method for improving color reproducibility of an image display device, a method for improving color purity of light emitted from each color is known.

For example, the image display device can improve the color purity of blue light and green light by using an optical filter that absorbs light having a wavelength in the overlapping region of blue light and green light.

However, for example, when the optical filter is formed using the composition described in patent documents 1 to 3 in order to improve the color purity of blue light and green light in an image display device, an optical filter having excellent light absorption in a desired wavelength region may not be obtained.

Such low light absorption may cause a reduction in color purity of blue light and green light, a reduction in color reproducibility of an image display device, and the like.

The present invention has been made in view of the above problems, and an object of the present invention is to provide a composition capable of forming a cured product having excellent light absorption in a desired wavelength region.

Means for solving the problems

The present inventors have conducted intensive studies to solve the above problems, and as a result, have found that: the above problems can be solved by using a specific coloring matter and an epoxy resin as a cationically polymerizable component, and the present invention has been completed.

That is, the present disclosure provides a composition comprising a pigment, a cationically polymerizable component, and an acid generator.

According to the present invention, the composition contains a coloring matter, a cationically polymerizable component and an acid generator, and thus a cured product having excellent light absorption in a desired wavelength region can be obtained.

In the present disclosure, the dye is preferably a pyrromethene-based dye or a cyanine-based dye. This is because the effect of obtaining a cured product having excellent light absorption in a desired wavelength region can be more effectively exhibited by using a pyrromethene-based dye or a cyanine-based dye as the dye.

In the present disclosure, the pyrromethene-based dye preferably includes a compound represented by the following general formula (101), and the cyanine-based dye is preferably a compound represented by the following general formula (102). This is because a cured product having excellent light absorption in a desired wavelength region can be obtained by using the compound represented by the general formula (101) or the compound represented by the general formula (102) as a dye.

[ chemical formula 1]

(in the formula, R¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a sulfo group, a salt of a sulfo group, an aliphatic hydrocarbon group having 1 to 30 carbon atoms, an aromatic cyclic hydrocarbon group having 6 to 30 carbon atoms, an aliphatic heterocyclic group having 3 to 30 carbon atoms, an aromatic heterocyclic group having 3 to 30 carbon atoms, or

R¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Each independently represents a group in which one or two or more hydrogen atoms in the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group, the aliphatic heterocyclic group or the aromatic heterocyclic group are substituted with a substituent, or a group in which one or two or more methylene groups in the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group, the aliphatic heterocyclic group or the aromatic heterocyclic group are each replaced with a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-O-, -NR' -,>P＝O、-S-S-、-SO₂or a group obtained by substituting a group obtained by combining them under the condition that oxygen atoms are not adjacent,

r' represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

the substituent(s) for substituting one or more hydrogen atoms in the aliphatic hydrocarbon group, the aromatic cyclic hydrocarbon group, the aliphatic heterocyclic group and the aromatic heterocyclic group is (are) an ethylenically unsaturated group, a halogen atom, an acyl group, an acyloxy group, a substituted amino group, a sulfonamide group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, a mercapto group, an imide group, a carbamoyl group, a sulfonamide group, a phosphonic acid group, a phosphoric acid group, or a salt of a carboxyl group, a sulfo group, a phosphonic acid group or a phosphoric acid group,

X¹⁰¹represents a group having a valence of 3,

m represents a boron atom, a beryllium atom, a magnesium atom, a chromium atom, an iron atom, a nickel atom, a copper atom, a zinc atom or a platinum atom,

the dotted line connecting M and N represents a coordinate bond formed by coordination of an unpaired electron of N to M, or represents that no bond exists between N and M,

Y¹⁰¹represents a group bonded to M,

n represents an integer of 1 to 3. )

[ chemical formula 2]

A-Q-A' (102)

pAn^-q

(wherein A represents a group selected from (a), (b), (c), (d), (e), (f), (g), (h), (I), (j), (k), (l) and (m) of the following group I,

a 'represents a group selected from (a'), (b '), (c'), (d '), (e'), (f '), (g'), (h '), (i'), (j '), (k'), (l ') and (m') of the following group II,

q represents a linking group having 1 to 9 carbon atoms and containing a methine chain, and the linking group may contain a ring structure in the methine chain,

An^q-represents an anion having a valence of q, q represents 1 or 2, and p represents a coefficient for keeping the charge neutral. )

[ chemical formula 3]

Group I

(wherein, ring C represents a benzene ring, a naphthalene ring, a phenanthrene ring or a pyridine ring,

x represents an oxygen atom, a sulfur atom, a selenium atom, -CR⁵¹R⁵²-, cycloalkane-1, 1-diyl group having 3 to 6 carbon atoms, -NH-or-NY²-，

R¹、R²、R³、R⁴、R⁵、R⁶、R⁷、R⁸、R⁹、R⁵¹And R⁵²Represents a hydrogen atom, a hydroxyl group, a halogen atom, a nitro group, a cyano group, a sulfo group, a carboxyl group, an amino group, an amido group, a metallocene group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, R²、R³、R⁴、R⁵、R⁶、R⁷、R⁸And R⁹May be the same or different from each other,

y and Y²Represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms,

r represents the number of substitutable substituents in (a), (b), (c), (d), (e), (g), (h), (i), (j), (l) and (m),

denotes a bonding site. )

[ chemical formula 4]

Group II

(wherein, ring C' represents a benzene ring, a naphthalene ring, a phenanthrene ring or a pyridine ring,

x' represents an oxygen atom, a sulfur atom, a selenium atom, -CR⁵¹R⁵²-, cycloalkane-1, 1-diyl group having 3 to 6 carbon atoms, -NH-or-NY²-，

R¹’、R²’、R³’、R⁴’、R⁵’、R^6’、R⁷’、R⁸’、R⁹’、R⁵¹And R⁵²Represents a hydrogen atom, a hydroxyl group, a halogen atom, a nitro group, a cyano group, a sulfo group, a carboxyl group, an amino group, an amido group, a metallocene group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, R²’、R³’、R⁴’、R⁵’、R⁶’、R⁷’、R⁸' and R⁹' may be the same or different from each other,

y' and Y²Represents a hydrogen atom and has 1 carbon atom30 alkyl group, aryl group having 6 to 30 carbon atoms or arylalkyl group having 7 to 30 carbon atoms,

r 'represents the number of substitutable substituents in (a'), (b '), (c'), (d '), (e'), (g '), (h'), (i '), (j'), (l ') and (m'),

denotes a bonding site. )

In the present disclosure, the dye is preferably a dye having a maximum absorption wavelength at 450nm or more and less than 550 nm. This is because the effect of obtaining a cured product having excellent light absorption in a desired wavelength region can be more effectively exhibited by using the above-mentioned coloring matter as the coloring matter.

In the present disclosure, the pigment preferably includes a porphyrazine-based pigment, and the porphyrazine-based pigment is a compound represented by the following general formula (1). This is because the effect of obtaining a cured product excellent in light absorption in a desired wavelength region can be more effectively exhibited.

[ chemical formula 4A ]

(in the formula, R³⁰¹、R³⁰²、R³⁰³、R³⁰⁴、R³⁰⁵、R³⁰⁶、R³⁰⁷And R³⁰⁸Each independently represents a hydrogen atom, a halogen atom, a cyano group, an amino group, an alkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, a heteroaryl group having 2 to 30 carbon atoms, or a group obtained by substituting one or two or more hydrogen atoms in these groups with a substituent,

the substituent(s) for substituting one or more hydrogen atoms in the alkyl group, the alkoxy group, the aryl group, the aryloxy group and the heteroaryl group is (are) an ethylenically unsaturated group, a halogen atom, an acyl group, an acyloxy group, a substituted amino group, a sulfonamide group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, a mercapto group, an imide group, a carbamoyl group, a sulfonamide group, a phosphonic acid group, a phosphoric acid group, or a salt of a carboxyl group, a sulfo group, a phosphonic acid group or a phosphoric acid group,

R³⁰¹and R³⁰²、R³⁰³And R³⁰⁴、R³⁰⁵And R³⁰⁶And R³⁰⁷And R³⁰⁸Or may be bonded to each other to form an alicyclic structure containing a carbon atom of the pyrrole ring,

R³⁰¹、R³⁰²、R³⁰³、R³⁰⁴、R³⁰⁵、R³⁰⁶、R³⁰⁷and R³⁰⁸Will not be simultaneously a hydrogen atom,

m represents 2 hydrogen atoms, 2 metal atoms having a valence of 1,2 metal atoms having a valence of 2, or a 3-or 4-valent metal compound. )

In the present disclosure, it is preferable that the coloring matter is contained in an amount of 0.01 parts by mass or more and 10 parts by mass or less based on 100 parts by mass of the solid content of the composition, the cationically polymerizable component is contained in an amount of 50 parts by mass or more based on 100 parts by mass of the solid content of the composition, and the acid generator is contained in an amount of 0.01 parts by mass or more and 10 parts by mass or less based on 100 parts by mass of the solid content of the composition.

When the content is in the above range, a cured product having excellent light absorption in a desired wavelength range can be easily obtained from the composition.

In the present disclosure, the acid generator is preferably a photoacid generator represented by the following general formula (2). This is because the use of the photoacid generator makes the composition excellent in sensitivity. This is because the composition can provide a cured product excellent in light absorption in a desired wavelength range.

[ chemical formula 5]

(in the formula, R²¹、R²²、R²³、R²⁴、R²⁵、R²⁶、R²⁷、R²⁸、R²⁹、R³⁰、R³¹、R³²、R³³And R³⁴Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an ester group having 2 to 10 carbon atoms,

R³⁵represents any substituent selected from a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms and the following formulae (A) to (C),

An1^q1-an anion representing the valence q1,

q1 represents an integer of 1 or 2,

p1 represents a coefficient for making the charge neutral. )

[ chemical formula 6]

(in the formula, R¹²¹、R¹²²、R¹²³、R¹²⁴、R¹²⁵、R¹²⁶、R¹²⁷、R¹²⁸、R¹²⁹、R¹³⁰、R¹³¹、R¹³²、R¹³³、R¹³⁴、R¹³⁶、R¹³⁷、R¹³⁸、R¹³⁹、R¹⁴⁰、R¹⁴¹、R¹⁴²、R¹⁴³And R¹⁴⁴、R¹⁴⁵、R¹⁴⁶、R¹⁴⁷、R¹⁴⁸And R¹⁴⁹Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an ester group having 2 to 10 carbon atoms,

denotes a bonding position to S in formula (2). )

In the present disclosure, the cationically polymerizable component preferably contains at least one selected from the group consisting of an epoxy compound and an oxetane compound. This is because when the cationically polymerizable component contains the above compound, the composition can give a cured product having excellent light absorption in a desired wavelength range.

In the present disclosure, the epoxy compound preferably includes at least one of an alicyclic epoxy compound and an aliphatic epoxy compound. This is because a cured product having excellent light absorption in a desired wavelength range and good adhesion to a substrate can be obtained.

In the present disclosure, the total content of the alicyclic epoxy compound and the aliphatic epoxy compound is preferably 50 parts by mass or more per 100 parts by mass of the epoxy compound. This is because a cured product having excellent light absorption in a desired wavelength range and good adhesion to a substrate can be obtained. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

In the present disclosure, the above composition is preferably used for an optical filter. This is because the composition can effectively exert an effect of obtaining a cured product excellent in light absorption in a desired wavelength region.

The present disclosure provides a cured product of the above composition.

According to the present disclosure, a cured product of the composition can be used as an optical filter or the like having excellent light absorption in a desired wavelength region.

The present disclosure provides an optical filter having a light absorbing layer comprising a cured product of the composition.

According to the present disclosure, the optical filter has the light absorbing layer, and thus the optical filter has excellent color reproducibility in the image display device.

The present disclosure provides a method for producing a cured product, which includes a step of curing the composition.

According to the present disclosure, since the method for producing a cured product is a method for curing the composition, a cured product that can be used as, for example, an optical filter or the like having excellent light absorption in a desired wavelength region can be obtained.

Effects of the invention

The present disclosure has an effect of providing a composition that can produce a cured product having excellent light absorption in a desired wavelength range.

Detailed Description

The present disclosure relates to a composition, a cured product thereof, an optical filter, and a method for producing a cured product.

Hereinafter, the present disclosure will be described in detail.

A. Composition comprising a metal oxide and a metal oxide

First, the composition of the present disclosure is explained.

The composition of the present disclosure is characterized by containing a coloring matter, a cationically polymerizable component and an acid generator.

According to the present disclosure, the composition contains a coloring matter, a cationically polymerizable component, and an acid generator, and thus a cured product having excellent light absorption in a desired wavelength region can be obtained.

The reason why a cured product having excellent light absorption in a desired wavelength region can be obtained by using a composition containing the above components is presumed as follows.

That is, in the composition of the present disclosure, the dye is used in combination with the cationic polymerizable component and the acid generator, and thus the dye is less susceptible to modification, decomposition, and the like.

More specifically, the cationically polymerizable component such as an epoxy compound is milder in curing reaction and can suppress the generation of a dye or the like, compared with a radically polymerizable compound such as a methacrylate ester or an acrylate ester. As a result, when the composition is cured, the content of the pigment, that is, the pigment capable of absorbing light in a desired wavelength region is reduced little.

In addition, in the composition of the present disclosure, by using the above cationic polymerizable component and the acid generator, the pigment can be stably dispersed.

More specifically, the cationically polymerizable component such as an epoxy compound has less curing shrinkage during curing and less troubles such as aggregation of a dye during curing, as compared with, for example, a radically polymerizable compound such as a methacrylate or an acrylate. As a result, the cured product of the composition becomes a cured product in which the pigment is stably dispersed and retained.

As a result, the dye in the cured product can efficiently absorb light in a desired wavelength range.

As described above, the composition contains a predetermined dye, a cationically polymerizable component and an acid generator, and thus a cured product having excellent light absorption in a desired wavelength region can be obtained.

The composition can be easily predicted for the light absorption of the cured product.

In the present disclosure, by using, as the dye, for example, a dye having a maximum absorption wavelength at 450nm or more and less than 550nm, light having a wavelength in an overlapping region of blue light having a spectral peak near 450nm and green light having a spectral peak near 550nm can be stably absorbed.

Thus, by using the composition, an optical filter capable of selectively absorbing only light having a wavelength in the overlapping region of blue light and green light can be obtained.

In this way, according to the composition, by selecting a dye having an extremely large absorption in a predetermined wavelength range according to the use thereof, an optical filter having excellent light absorption in the wavelength region can be obtained.

In addition, the composition of the present disclosure exhibits the following effects.

As described above, the cationic polymerizable component such as an epoxy compound has less curing shrinkage during polymerization than the radical polymerizable compound such as an acrylate.

Therefore, even when the composition is applied to a member such as a substrate and then cured, the occurrence of curling and, in turn, peeling is reduced.

The cationic polymerizable component has higher water resistance than a radical polymerizable compound such as an acrylic ester, and the like, and the adhesion force is less reduced in a high humidity environment, for example.

In this case, the composition has excellent adhesion.

In view of the above, by setting the composition to contain a predetermined dye, a cationic polymerizable component and an acid generator at the same time, the composition can produce an optical filter having excellent light absorption in a desired wavelength region, and a cured product having less occurrence of curl and peeling and excellent adhesion can be obtained.

The composition can be cured by cationic polymerization, and the resulting cured product can be a three-dimensionally crosslinked cured product. As a result, the cured product is a cured product having excellent durability such as dye retention performance and strength, compared to a composition obtained by dispersing a dye in a thermoplastic resin or the like.

Further, since the composition contains a cationically polymerizable component such as an epoxy compound, the resulting cured product has excellent flexibility as compared with a radically polymerizable compound such as an acrylate. Therefore, the optical filter produced using the composition can be preferably used for an image display device and the like which require flexibility.

The composition of the present disclosure includes a pigment, a cationically polymerizable component, and an acid generator.

Hereinafter, each component of the composition of the present disclosure will be described in detail.

1. Pigment

The dye is not particularly limited as long as it can absorb light in a desired wavelength range, and may be appropriately set according to the kind, use, and the like of the composition.

For example, from the viewpoint of obtaining an optical filter having excellent light absorption in a desired wavelength region, from the viewpoint of obtaining an optical filter for reducing the overlap between two types of color-developing visible light, and the like, the maximum absorption wavelength of the dye may be a wavelength capable of absorbing light in a wavelength range in which 2 colors of emission spectra overlap.

For example, from the viewpoint of an optical filter for reducing the overlap of green light and red light, the maximum absorption wavelength of the dye may be set to 550nm or more and 610nm or less.

For example, not limited to the overlapping of visible light of 380nm to 780nm, the dye may have a maximum absorption wavelength in a wavelength range of ultraviolet light having a shorter wavelength than 380nm, infrared light having a longer wavelength than 780nm, or the like, from the viewpoint of an optical filter for reducing the overlapping of ultraviolet light having a shorter wavelength than 380nm, infrared light having a longer wavelength than 780nm, or the like.

The dye preferably has a maximum absorption wavelength of 450nm or more and less than 550nm from the viewpoint of obtaining a cured product excellent in light absorption in a desired wavelength region, that is, the composition of the present disclosure includes a dye having a maximum absorption wavelength at 450nm or more and less than 550nm, a cationically polymerizable component, and an acid generator.

A dye having a maximum absorption wavelength at 450nm or more and less than 550nm is less stable than a dye having a maximum absorption wavelength near 600nm, for example, and is likely to undergo modification, decomposition, or the like when cured together with a radical polymerizable compound. Therefore, the use of the coloring matter described above can more effectively exhibit the effect of obtaining a cured product having excellent light absorption in a desired wavelength region.

Further, the composition is easily used for an optical filter for reducing the overlapping of blue light and green light and improving the color purity by using a dye having a maximum absorption wavelength at 450nm or more and less than 550nm as the dye.

In the present disclosure, the term "having a maximum absorption wavelength at 450nm or more and less than 550 nm" may be set to mean that the maximum absorption wavelength in a wavelength range of 380nm or more and 780nm or less is included in 450nm or more and less than 550 nm.

In the present disclosure, the maximum absorption wavelength of the dye is preferably 470nm or more and 530nm or less, and more preferably 480nm or more and 510nm or less. This is because a cured product having excellent color purity of blue light and green light is easily obtained, and further, a cured product having little reduction in color intensity is obtained.

This is because a cured product having excellent light absorption in a desired wavelength range can be obtained more efficiently.

The half-value width of the dye (hereinafter, may be referred to as "dye monomer half-value width") is not problematic as long as a cured product having excellent color reproducibility can be obtained, but is preferably 100nm or less, more preferably 10nm to 80nm, and particularly preferably 20nm to 50 nm.

This is because when the half-value width of the pigment monomer is in the above range, a cured product having excellent color purity of blue light and green light can be easily obtained, and further, a cured product having little reduction in color intensity can be obtained.

The method for measuring the maximum absorption wavelength and the half-value width is not particularly limited as long as the maximum absorption wavelength can be measured with high accuracy, and the following methods can be used, for example.

(1) The pigment is dissolved in a solvent to prepare a pigment solution.

(2) The dye solution was filled in a quartz cell (optical path length 10mm, thickness 1.25mm) and the transmittance was measured using a spectrophotometer (e.g., Japanese Spectrophotometer visible ultraviolet absorptiometer V-670).

The concentration of the dye solution is not particularly limited as long as the concentration is a concentration at which the maximum absorption wavelength can be accurately confirmed, and may be adjusted so that, for example, the transmittance at the wavelength at which the maximum absorption wavelength is obtained is about 5% (for example, 3% to 7%).

The solvent is not particularly limited as long as it can dissolve the dye and can measure the transmission spectrum of each dye with high accuracy such as a small shift in the maximum absorption wavelength, and chloroform, for example, can be used. Further, as the dye insoluble in chloroform, other solvents can be used.

The transmission spectrum of the dye solution is corrected by subtracting the transmission spectrum of the solvent from the transmission spectrum of the dye solution, using the transmission spectrum obtained when the solvent alone is measured in advance.

The half-value width is a distance between 2 points located on both sides of the peak top at which the maximum absorption wavelength is exhibited (a distance between wavelengths at which (transmittance at 100- λ max)/2 at half-value is observed).

Specifically, when the transmittance at the wavelength λ max which is the maximum absorption wavelength is 4%, the distance between wavelengths at which the transmittance is 48% is set to the half-value width.

When the dye includes two or more kinds of dyes, a dye solution is prepared using each dye.

The dye may be any dye that can obtain a cured product having excellent light absorption in a desired wavelength region, and examples thereof include cyanine dyes, merocyanine dyes, pyrromethene dyes, azo dyes, porphyrazine dyes, xanthene dyes, triarylmethane dyes, and the like.

In the present disclosure, the dye particularly preferably includes at least one of a pyrromethene-based dye and a cyanine-based dye, and particularly preferably at least one of a pyrromethene-based dye and a cyanine-based dye, that is, the composition of the present disclosure includes a dye, a cationically polymerizable component, and an acid generator, and the dye is at least one of a pyrromethene-based dye and a cyanine-based dye.

In the present disclosure, the dye particularly preferably contains a pyrromethene dye.

The above-mentioned coloring matter, more specifically, a pyrromethene-based coloring matter and a cyanine-based coloring matter, particularly, a pyrromethene-based coloring matter is easily modified or decomposed when used together with a radical polymerizable compound and cured. Therefore, the use of the coloring matter described above can more effectively exhibit the effect of obtaining a cured product having excellent light absorption in a desired wavelength region.

In the present disclosure, the dye preferably includes at least one of a pyrromethene-based dye and a cyanine-based dye and a porphyrazine-based dye, and particularly preferably includes a pyrromethene-based dye and a porphyrazine-based dye, from the viewpoint of obtaining sharp optical characteristics and improving light resistance.

In the present disclosure, from the viewpoint of obtaining a cured product excellent in light absorption in a desired wavelength region and from the viewpoint of facilitating use of the cured product for reducing overlapping of blue light and green light to improve color purity, it is preferable that the dye is a dye having a maximum absorption wavelength at 450nm or more and less than 550nm, and the dye having a maximum absorption wavelength at 450nm or more and less than 550nm is at least one of a pyrromethene-based dye and a cyanine-based dye, that is, at least one of a pyrromethene-based dye and a cyanine-based dye having a maximum absorption wavelength at 450nm or more and less than 550 nm.

In the present disclosure, from the viewpoint of obtaining a cured product excellent in light absorption in a desired wavelength region, and from the viewpoint of facilitating use of an optical filter for reducing overlapping of blue light and green light, further reducing overlapping of green light and red light, and improving color purity, the pigment preferably includes both a pigment having a maximum absorption wavelength at 450nm or more and less than 550nm and a pigment having a maximum absorption wavelength at 550nm or more and less than 610nm, and among them, preferably includes at least one of a pyrromethene-based pigment and a cyanine-based pigment as a pigment having a maximum absorption wavelength at 450nm or more and less than 550nm, and a tetraazaporphyrin-based pigment as a pigment having a maximum absorption wavelength at 550nm or more and less than 610 nm. This is because the combination of these dyes hardly causes aggregation and the like, and easily achieves both absorption of 450nm or more and less than 550nm and absorption of 550nm or more and 610nm or less.

The pyrromethene-based dye may be any dye that has a pyrromethene skeleton and is capable of absorbing light in a desired wavelength range, and among these, a dye represented by the following general formula (101) is preferred.

This is because the above-mentioned pyrromethene-based dye can more effectively exhibit the effect of obtaining a cured product excellent in light absorption in a desired wavelength region.

[ chemical formula 7]

r' represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

the substituent for substituting one or two or more hydrogen atoms in the aliphatic hydrocarbon group, the aromatic cyclic hydrocarbon group, the aliphatic heterocyclic group and the aromatic heterocyclic group is an ethylenically unsaturated group, a halogen atom, an acyl group, an acyloxy group, a substituted amino group, a sulfonamide group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, a mercapto group, an imide group, a carbamoyl group, a sulfonamide group, a phosphonic acid group, a phosphoric acid group, or a salt of a carboxyl group, a sulfo group, a phosphonic acid group or a phosphoric acid group,

X¹⁰¹represents a group having a valence of 3,

Y¹⁰¹represents a group bonded to M,

n represents an integer of 1 to 3. )

As R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶The number of carbon atoms represented is 1 to EExamples of the aliphatic hydrocarbon group of 30 include an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, and the like.

Examples of the alkyl group having 1 to 30 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a sec-butyl group, a tert-butyl group, an isobutyl group, a pentyl group, an isopentyl group, a tert-pentyl group, a cyclopentyl group, a hexyl group, a 2-hexyl group, a 3-hexyl group, a cyclohexyl group, a 4-methylcyclohexyl group, a heptyl group, a 2-heptyl group, a 3-heptyl group, an isoheptyl group, a tert-heptyl group, a 1-octyl group, an isooctyl group, a tert-octyl group, an adama.

Examples of the alkenyl group having 2 to 30 carbon atoms include a vinyl group, a 1-propenyl group, a 2-propenyl group, an isopropenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a 1-octenyl group, a 1-decenyl group, and a 1-octadecenyl group.

Examples of the alkynyl group having 2 to 30 carbon atoms include an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 1-butynyl group, a 2-butynyl group, a 3-butynyl group, a 1-octynyl group, a 1-decynyl group, and a 1-octadecynyl group.

Examples of the cycloalkyl group having 3 to 30 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclooctadecyl, 2-bornyl, 2-isobornyl, and 1-adamantyl.

As R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶The aromatic ring-containing hydrocarbon group having 6 to 30 carbon atoms may be any aromatic ring-containing hydrocarbon group as long as it contains an aromatic ring, and examples thereof include a monocyclic aromatic ring-derived group obtained by removing 1 hydrogen atom from a monocyclic aromatic ring, a monocyclic aromatic hydrocarbon group that is a group obtained by substituting a hydrogen atom in an aromatic ring contained in the monocyclic aromatic ring with an aliphatic hydrocarbon group, a condensed aromatic ring-derived group obtained by removing 1 hydrogen atom from a condensed aromatic ring in which monocyclic aromatic rings are condensed, a condensed aromatic hydrocarbon group that is a group obtained by substituting a hydrogen atom in an aromatic ring contained in the condensed aromatic ring with an aliphatic hydrocarbon group, and a collective aromatic ring obtained by bonding a monocyclic aromatic ring and a condensed aromatic ring via a single bond or a linking group such as a carbonyl groupAn aryl group such as a cycloaggregated aromatic hydrocarbon group, which is a group obtained by substituting a hydrogen atom in an aromatic ring included in the group or the group with an aliphatic hydrocarbon group.

As R, an aliphatic hydrocarbon group which substitutes for a hydrogen atom in the above aromatic ring can be used¹⁰¹And aliphatic hydrocarbon groups having 1 to 30 carbon atoms used in the above-mentioned examples.

In the present specification, "6 to 30" in the "aromatic ring-containing hydrocarbon group having 6 to 30 carbon atoms" does not specify an "aromatic ring" but specifies the number of carbon atoms of the "aromatic ring-containing hydrocarbon group".

More specifically, the aromatic ring-containing hydrocarbon group includes an aryl group such as a monocyclic aromatic hydrocarbon group having 6 to 30 carbon atoms, a fused aromatic hydrocarbon group having 10 to 30 carbon atoms, or a ring-aggregated aromatic hydrocarbon group having 12 to 30 carbon atoms.

As the aromatic ring-containing hydrocarbon group, an arylalkyl group obtained by substituting a hydrogen atom of the aliphatic hydrocarbon group with an aryl group can be used.

Examples of the monocyclic aromatic hydrocarbon group having 6 to 30 carbon atoms include a phenyl group, an o-tolyl group, an m-tolyl group, a p-tolyl group, a2, 4-xylyl group, a p-cumenyl group, and a2, 4, 6-trimethylphenyl group.

Examples of the fused ring aromatic hydrocarbon group having 10 to 30 carbon atoms include a 1-naphthyl group, a 2-naphthyl group, a 1-anthryl group, a 2-anthryl group, a 5-anthryl group, a 1-phenanthryl group, a 9-phenanthryl group, a 1-acenaphthenyl group, a 2-azulenyl group, a 1-pyrenyl group, a 2-benzophenanthryl group, a 1-pyrenyl group, a 2-pyrenyl group, a 1-perylenyl group, a 2-perylenyl group, a 3-perylenyl group, a 2-benzophenanthrenyl group, a 2-indenyl group, a 1-acenaphthylenyl group, a 2-tetracenyl group, and a 2-pentacenyl group.

Examples of the cyclic aromatic hydrocarbon group having 12 to 30 carbon atoms include o-biphenyl, m-biphenyl, p-biphenyl, terphenyl, 7- (2-naphthyl) -2-naphthyl and the like.

Examples of the arylalkyl group include a benzyl group, a phenethyl group, a 2-phenylpropan-2-yl group, a diphenylmethyl group, a triphenylmethyl group, a styryl group, a cinnamyl group, a ferrocenylmethyl group, and a ferrocenylpropyl group.

As the above general formula (101)) R in (1)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Examples of the aliphatic heterocyclic group having 3 to 30 carbon atoms include a 3-isochroman group, a 7-chroman group, and a 3-coumaryl group.

In the present specification, "3 to 30" in the "aliphatic heterocyclic group having 3 to 30 carbon atoms" defines not the "aliphatic heterocyclic group" but the "aliphatic heterocyclic group".

As R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Examples of the aromatic heterocyclic group having 3 to 30 carbon atoms to be used in the above step include 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-benzofuryl, 2-benzothienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-pyrimidinyl, 2-pyrazinyl, 2-quinazolinyl, 2-quinoxalinyl, 2-oxazolyl, 2-quinolyl, 3-pyridyl, 4-quinolyl, 2-quinolyl, 3-quinolyl, 7-quinolyl, 6-quinolyl, 8-quinolyl, 2-thiazolyl, and the like.

In the present specification, "3 to 30" in the "aromatic heterocyclic group having 3 to 30 carbon atoms" does not specify the "aromatic heterocyclic group" but specifies the number of carbon atoms of the "aromatic heterocyclic group".

As R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like.

As R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Examples of the salt of a sulfo group used in (1) include-SO₃ ^-Na⁺Isoalkali metal salts, -SO₃ ^-NH₄ ⁺And the like ammonium salts.

R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶One or more hydrogen atoms in the aliphatic hydrocarbon group, aromatic ring-containing hydrocarbon group, aliphatic heterocyclic group, and aromatic heterocyclic group may be substituted by a substituent.

Examples of the substituent include ethylenically unsaturated groups such as vinyl group, allyl group, acrylic group, and methacrylic group; halogen atoms such as fluorine, chlorine, bromine and iodine; acyl groups such as acetyl, 2-chloroacetyl, propionyl, octanoyl, acryloyl, methacryloyl, phenylcarbonyl (benzoyl) group, phthaloyl, 4-trifluoromethylbenzoyl, pivaloyl, salicyloyl, oxalyl, stearoyl, methoxycarbonyl, ethoxycarbonyl, tert-butoxycarbonyl, n-octadecyloxycarbonyl, and carbamoyl; acyloxy groups such as acetoxy and benzoyloxy; amino, ethylamino, dimethylamino, diethylamino, butylamino, cyclopentylamino, 2-ethylhexylamino, dodecylamino, anilino, chlorophenylamino, toluidino, anisylamino, N-methyl-anilino, diphenylamino, naphthylamino, 2-pyridylamino, methoxycarbonylamino, phenoxycarbonylamino, acetylamino, benzoylamino, formylamino, pivaloylamino, lauroylamino, carbamoylamino, N-dimethylaminocarbonylamino, N-diethylaminocarbonylamino, morpholinocarbonylamino, methoxycarbonylamino, ethoxycarbonylamino, tert-butoxycarbonylamino, N-octadecyloxycarbonylamino, N-methyl-methoxycarbonylamino, phenoxycarbonylamino, cyclopentyloxycarbonylamino, N-methyl-anilino, N-pyridyloxycarbonylamino, N-ethylcarbonylamino, N-ethylhexylamino, 2-pyridyloxycarbonylamino, dodecylamino, anilino, chlorophenylamino, phenylcarbonylamino, Substituted amino groups such as sulfamoylamino, N-dimethylaminosulfonylamino, methylsulfonylamino, butylsulfonylamino, and phenylsulfonylamino; sulfonamide, sulfonyl, carboxyl, cyano, sulfo, hydroxyl, nitro, sulfhydryl, imide, carbamoyl, sulfonamide, phosphonate, phosphate, or salts of carboxyl, sulfo, phosphonate, phosphate, and the like.

That is, R in this disclosure¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Can be respectively and independentlyThe aromatic heterocyclic group may be a group in which one or two or more hydrogen atoms in the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group, the aliphatic heterocyclic group or the aromatic heterocyclic group are substituted with an ethylenically unsaturated group, a halogen atom, an acyl group, an acyloxy group, a substituted amino group, a sulfonamide group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, a mercapto group, an imide group, a carbamoyl group, a sulfonamide group, a phosphonic acid group, a phosphoric acid group, or a salt of a carboxyl group, a sulfo group, a phosphonic acid group or a phosphoric acid group.

R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶One or more hydrogen atoms in the aryl group and the arylalkyl group contained in the aromatic ring-containing hydrocarbon group and one or more hydrogen atoms in the heterocyclic group contained in the aliphatic heterocyclic group and the aromatic heterocyclic group may be substituted with the aliphatic hydrocarbon group having 1 to 30 carbon atoms.

In the present specification, the number of carbon atoms of a group is defined as the number of carbon atoms of the group after substitution when a hydrogen atom in the group is substituted with a substituent. Therefore, the number of carbon atoms in the case where the hydrogen atom of the aromatic cyclic hydrocarbon group having 6 to 30 carbon atoms is substituted means the number of carbon atoms after the hydrogen atom is substituted, and does not mean the number of carbon atoms before the hydrogen atom is substituted. Hereinafter, the same applies to the case where hydrogen atoms in other groups are substituted.

In the present specification, the definition of the number of carbon atoms in a group having a predetermined number of carbon atoms, which is a group obtained by substituting a methylene group with a divalent group, is the definition of the number of carbon atoms in the group after the substitution. Therefore, the carbon atom in the case where the methylene group in the aromatic ring-containing hydrocarbon group having 6 to 30 carbon atoms is substituted means the carbon atom after the methylene group is substituted, and does not mean the carbon atom before the methylene group is substituted. Hereinafter, the same applies to the case where methylene groups in other groups are substituted.

R in the above general formula (101)¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Aliphatic group used in (1)One or more methylene groups in the hydrocarbon group, aromatic-cyclic-hydrocarbon-containing group, aliphatic heterocyclic group and aromatic heterocyclic group may be replaced by a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-O-, -NR "-, or,>P＝O、-S-S-、-SO₂Or a combination thereof under conditions where the oxygen atoms are not adjacent.

That is, R in this disclosure¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶One or more methylene groups in the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group, the aliphatic heterocyclic group or the aromatic heterocyclic group may be independently replaced by a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-O-, -NR "-, or,>P＝O、-S-S-、-SO₂Or a group obtained by substituting a group obtained by combining these groups under the condition that oxygen atoms are not adjacent to each other.

R' may be a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.

Examples of the alkyl group having 1 to 8 carbon atoms represented by R "include alkyl groups having 1 to 8 carbon atoms exemplified as the alkyl group having 1 to 30 carbon atoms.

More specifically, examples of the carbon-carbon double bond include-CH-and-C (CH)₃)＝CH-、-C(CH₃)＝C(CH₃) -and the like.

R in the above general formula (101)¹⁰²And R¹⁰³And/or R¹⁰⁴And R¹⁰⁵Or may be bonded to each other to form an aromatic ring fused to the pyrrole ring. The aromatic rings may have a substituent, and the fused aromatic rings formed by these may be the same or different.

Specific examples of the pyrromethene-based dye represented by the above general formula (101) include the formulae (2) -1 to (2) -11 described in Japanese patent laid-open publication No. 2013-109105.

In the present disclosure, R is as defined above¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Preferably a hydrogen atom, a halogen atom, a salt of a sulfo group, an aliphatic hydrocarbon group having 1 to 30 carbon atoms, or an aromatic ring-containing hydrocarbon group having 6 to 30 carbon atoms, wherein the alkyl group having 1 to 30 carbon atoms is preferred, the alkyl group having 1 to 10 carbon atoms is particularly preferred, and the alkyl group having 1 to 5 carbon atoms is particularly preferred.

R is as defined above¹⁰²And R¹⁰⁵Particularly preferred is a hydrogen atom. In addition, the above R¹⁰¹、R¹⁰³、R¹⁰⁴And R¹⁰⁶The alkyl group having 1 to 5 carbon atoms is preferable, and the alkyl group having 1 to 3 carbon atoms is particularly preferable.

This is due to the fact that R is represented by the above¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶The above-mentioned composition can easily provide an optical filter having excellent light absorption in a desired wavelength region, due to the functional group. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

M represents a boron atom, a beryllium atom, a magnesium atom, a chromium atom, an iron atom, a nickel atom, a copper atom, a zinc atom or a platinum atom.

In the present disclosure, the above M is particularly preferably a boron atom. This is because when M is a boron atom, the composition can easily provide an optical filter having excellent light absorption in a desired wavelength region and excellent light absorption in a wavelength region of 450nm or more and less than 550 nm.

As X in the above general formula (101)¹⁰¹As the group having a valence of 3, there may be mentioned-CR¹⁷Or a nitrogen atom.

Wherein R is¹⁷The same as R mentioned above can be used¹⁰¹～R¹⁰⁶The same substituents.

In the above-mentioned R¹⁷When the alkyl group is an aliphatic hydrocarbon group having 1 to 30 carbon atoms, R can be preferably used¹⁷Wherein one or more methylene groups in the group are substituted by-O-, -S-Or unsubstituted groups, wherein groups substituted with-S-or unsubstituted groups may be preferably used.

With respect to the above X¹⁰¹Among them, preferred is-CR¹⁷Is as follows. This is due to the fact that X is passed through¹⁰¹The above-mentioned group makes it easy to obtain an optical filter having excellent light absorption in a desired wavelength region and excellent light absorption in a wavelength region of 450nm or more and less than 550 nm.

As the above-mentioned R¹⁷The aliphatic hydrocarbon group having 1 to 30 carbon atoms is preferable, and among them, an alkyl group having 1 to 30 carbon atoms is preferable, and an alkyl group having 1 to 10 carbon atoms is particularly preferable, and an alkyl group having 1 to 4 carbon atoms is particularly preferable, and an alkyl group having 1 to 3 carbon atoms is particularly preferable. This is due to the fact that R is represented by the above¹⁷The above-mentioned atoms facilitate the production of an optical filter having excellent light absorption in a desired wavelength region. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

As Y in the above general formula (101)¹⁰¹The group bonded to M may be any group that can bond to M, and examples thereof include a halogen atom, a cyano group, a nitro group, an aliphatic hydrocarbon group having 1 to 30 carbon atoms, an aromatic ring-containing hydrocarbon group having 6 to 30 carbon atoms, an aliphatic heterocyclic group having 3 to 20 carbon atoms, and an aromatic heterocyclic group having 3 to 30 carbon atoms.

Wherein, the halogen atom, the aliphatic hydrocarbon group having 1 to 30 carbon atoms, the aromatic ring-containing hydrocarbon group having 6 to 30 carbon atoms, the aliphatic heterocyclic group having 3 to 20 carbon atoms, and the aromatic heterocyclic group having 3 to 30 carbon atoms are the same as those of the above R¹⁰¹～R¹⁰⁶The same substituents.

In addition, Y is as defined above¹⁰¹When n is 2 or more, a plurality of Y's are contained¹⁰¹They may be the same or different, or may be bonded to each other to form a ring.

In the present disclosure, the above Y¹⁰¹Particularly preferred is a halogen atom, and particularly preferred is a fluorine atom. This is due to the fact thatY is above¹⁰¹The above-mentioned atoms facilitate the production of an optical filter having excellent light absorption in a desired wavelength region. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

The dotted line connecting M and N in the above general formula (101) preferably represents a coordinate bond.

N in the above general formula (101) represents Y¹⁰¹The number of binding groups (C) is set according to the type of M. For example, in the case where M is boron, n may be set to 2.

In the present disclosure, the compound represented by the above general formula (101) is preferably a compound represented by the following general formula (101 a). This is because the composition easily provides an optical filter having excellent light absorption in a desired wavelength range. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

[ chemical formula 8]

(in the formula, R^101a、R^102a、R^103a、R^104a、R^105aAnd R^106aEach independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,

X^101arepresents-CR^17aThe group represented is a group represented by,

R^17arepresents an alkyl group having 1 to 10 carbon atoms,

the dotted line connecting B and N represents a coordination bond formed by coordination of an unpaired electron of N to M. )

As R in the above general formula (101a)^101a、R^102a、R^103a、R^104a、R^105aAnd R^106aAnd R^17aAs the alkyl group having 1 to 10 carbon atoms used in the above formula (101), R¹⁰¹The alkyl group having a predetermined number of carbon atoms among the alkyl groups having 1 to 30 carbon atoms is used.

In this disclosure, R^101a、R^103a、R^104aAnd R^106aParticularly preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and particularly preferably an alkyl group having 1 to 3 carbon atoms.

In this disclosure, R^102aAnd R^105aEach independently is particularly preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and particularly preferably a hydrogen atom.

In this disclosure, R^17aParticularly preferred is an alkyl group having 1 to 4 carbon atoms, particularly preferred is an alkyl group having 1 to 4 carbon atoms which is substituted or unsubstituted by-S-, and particularly preferred is an unsubstituted alkyl group having 1 to 3 carbon atoms.

By R^101a、R^102a、R^103a、R^104a、R^105aAnd R^106aAnd R^17aThe above-mentioned group makes it easy to obtain an optical filter having excellent light absorption in a desired wavelength region from the composition. Further, it becomes easy to obtain an optical filter excellent in light absorption in a wavelength region of 450nm or more and less than 550 nm.

The method for producing the pyrromethene-based dye represented by the above general formula (101) is not particularly limited, and for example, the method described in Heteroatom Chemistry, Vol.1, 5, 389(1990), and the like can be used.

The content of the above-mentioned pyrromethene-based dye is preferably 20 parts by mass or more, particularly preferably 30 parts by mass or more, and preferably 30 parts by mass or more and 70 parts by mass or less, particularly preferably 35 parts by mass or more and 60 parts by mass or less, and preferably 35 parts by mass or more and 55 parts by mass or less, in 100 parts by mass of the dye. This is because it becomes easy to obtain an optical filter excellent in light absorption in a desired wavelength region.

The solid content includes all components except the solvent.

In the present specification, the content is based on mass unless otherwise specified.

The solvent includes an organic solvent (hereinafter, may be referred to as a solvent) and water, and is a substance that is not polymerized by the cationic polymerization initiator.

Therefore, even when the liquid is in the atmospheric pressure at normal temperature (25 ℃), the cationically polymerizable component described in the section "2. cationically polymerizable component" described later is not contained in the solvent.

Since the solvent is used for dispersing or dissolving each component of the composition, an acid generator described in "3. acid generator" described later, or the like, is not included in the solvent even when it is in a liquid state at normal temperature and atmospheric pressure.

The content of the above-mentioned pyrromethene-based coloring matter is preferably 0.01 part by mass or more, particularly preferably 0.01 part by mass or more and 5 parts by mass or less, and particularly preferably 0.1 part by mass or more and 5 parts by mass or less, per 100 parts by mass of the solid content of the composition. This is because it becomes easy to obtain an optical filter excellent in light absorption in a desired wavelength region.

The content of the pyrromethene-based dye is preferably 0.1 to 2 parts by mass in 100 parts by mass of the solid content of the composition, from the viewpoint of further improving the light absorption in a desired wavelength region.

The content of the above-mentioned pyrromethene-based coloring matter is preferably 0.002 parts by mass or more, particularly preferably 0.002 parts by mass or more and 4 parts by mass or less, and particularly preferably 0.02 parts by mass or more and 4 parts by mass or less, in 100 parts by mass of the composition. This is because it becomes easy to obtain an optical filter excellent in light absorption in a desired wavelength region.

The content of the pyrromethene-based dye is preferably 0.002 parts by mass or more and 1.8 parts by mass or less in 100 parts by mass of the composition, from the viewpoint of further improving the light absorption in a desired wavelength region.

The cyanine dye may be any dye as long as it has a cyanine structure having nitrogen-containing heterocyclic rings at both ends of the polymethine skeleton and is capable of absorbing light in a desired wavelength range, and is preferably a dye represented by the following general formula (102).

This is because the cyanine dye can more effectively exhibit the effect of obtaining a cured product having excellent light absorption in a desired wavelength region.

[ chemical formula 9]

A-Q-A' (102)

pAn^-q

[ chemical formula 10]

Group I

r represents the number of substitutable(s) in (a), (b), (c), (d), (e), (g), (h), (i), (j), (l) and (m),

denotes a bonding site. )

[ chemical formula 11]

Group II

R¹’、R²’、R³’、R⁴’、R⁵’、R⁶’、R⁷’、R⁸’、R⁹’、R⁵¹And R⁵²Represents a hydrogen atom, a hydroxyl group, a halogen atom, a nitro group, a cyano group, a sulfo group, a carboxyl group, an amino group, an amido group, a metallocene group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, R²’、R³’、R⁴’、R⁵’、R⁶’、R⁷’、R⁸' and R⁹' may be the same or different from each other,

y' and Y²Represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms,

r 'represents a substitutable number of (a'), (b '), (c'), (d '), (e'), (g '), (h'), (i '), (j'), (l ') and (m'),

denotes a bonding site. )

As R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹And R⁵²Examples of the halogen atom used in (1) include R used in the above general formula (101)¹⁰¹And the like.

As R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹And R⁵²Examples of the amino group include an amino group, an ethylamino group, a dimethylamino group, a diethylamino group, a butylamino group, a cyclopentylamino group, a 2-ethylhexylamino group, a dodecylamino group, an anilino group, a chlorophenylamino group, a toluidino group, an anisylamino group, an N-methyl-anilino group, a diphenylamino group, a naphthylamino group, a 2-pyridylamino group, a methoxycarbonylamino group, a phenoxycarbonylamino group, an acetylamino group, a benzoylamino group, a formylamino group, a pivaloylamino group, a lauroylamino group, a carbamoylamino group, an N, N-dimethylaminocarbonylamino group, an N, N-diethylaminocarbonylamino group, a morpholinocarbonylamino group, a methoxycarbonylamino group, an ethoxycarbonylamino group, a tert-butoxycarbonylamino group, an N-octadecyloxycarbonylamino group, an N-methyl-methoxycarbonylamino group, phenoxycarbonylamino, sulfamoylamino, N-dimethylaminosulfonylamino, methylsulfonylamino, butylsulfonylamino, phenylsulfonylamino and the like.

As R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹And R⁵²Examples of the amide group include formamide, acetamide, ethylamide, isopropylamide, butylamide, octylamide, nonylamide, decylamide, undecylamide, dodecylamide, hexadecylamide, octadecylamide, (2-ethylhexyl) amide, benzamide, trifluoroacetamide, pentafluorobenzamide, dimethylamide, diethylamide, diisopropylamide, dibutylamide, dioctylamide, dinonylamide, didecylamide, diundecylamide, didodecylamide, di (2-ethylhexyl) amide, dibenzoylamide, ditrifluoroacetamide, and di (pentafluoro) benzamide.

As R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹And R⁵²Examples of the metallocene group include ferrocenyl, nickelocene group, cobaltocene group, ferrocenyl and ferrocenyl alkoxy.

As R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹、R⁵²Y, Y' and Y²Examples of the aryl group having 6 to 30 carbon atoms for use in the above-mentioned group include a phenyl group, a naphthyl group, a 2-methylphenyl group, a 3-methylphenyl group, a 4-vinylphenyl group, a 3-isopropylphenyl group, a 4-butylphenyl group, a 4-isobutylphenyl group, a 4-tert-butylphenyl group, a 4-hexylphenyl group, a 4-cyclohexylphenyl group, a 4-octylphenyl group, a 4- (2-ethylhexyl) phenyl group, a 4-stearylphenyl group, a2, 3-dimethylphenyl group, a2, 4-dimethylphenyl group, a2, 5-dimethylphenyl group, a2, 6-dimethylphenyl group, a3, 4-dimethylphenyl group, a3, 5-dimethylphenyl group, a2, 4-di-tert-butylphenyl group, a2, 5-di-tert-, 2, 6-di-t-butylphenyl, 2, 4-di-t-pentylphenyl, 2, 5-di-t-octylphenyl, 2, 4-dicumylphenyl, 4-cyclohexylphenyl, (1, 1' -biphenyl) -4-yl, 2,4, 5-trimethylphenyl, ferrocenyl and the like.

As R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹、R⁵²Y, Y' and Y²Examples of the C1-30 alkyl group and C7-30 arylalkyl group include the same as those mentioned for R used in the above general formula (101)¹⁰¹And the like.

With respect to R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹、R⁵²Y, Y' and Y²In the functional groups used in (a), one or more hydrogen atoms in the functional groups may be substituted by a hydroxyl group, a halogen atom, a nitro group, a cyano group, a sulfo group, a carboxyl group, an amino group, an amide group or a metallocene group.

R in the above general formula (102) may be substituted¹～R⁹、R¹’～R⁹’、R⁵¹、R⁵²Y, Y' and Y²Examples of the halogen atom, amino group, amide group and metallocene group of the hydrogen atom of the aryl group, arylalkyl group and alkyl group include R¹And the like in the description.

With respect to R in the above general formula (102)¹～R⁹、R¹’～R⁹’、R⁵¹、R⁵²Y, Y' and Y²The functional groups such as arylalkyl and alkyl groups, wherein one or more methylene groups may be replaced by-O-, -S-, -CO-, -COO-, -OCO-, -SO₂-, -NH-, -CONH-, -NHCO-, -N ═ CH-, or-CH ═ CH-.

In the case where a methylene group in the functional group is substituted with a divalent group, the methylene group is substituted with the divalent group in the functional group under the condition that oxygen atoms are not adjacent to each other.

In the general formula (102), examples of the cycloalkane-1, 1-diyl group having 3 to 6 carbon atoms represented by X and X' include cyclopropane-1, 1-diyl group, cyclobutane-1, 1-diyl group, 2, 4-dimethylcyclobutane-1, 1-diyl group, 3-dimethylcyclobutane-1, 1-diyl group, cyclopentane-1, 1-diyl group, cyclohexane-1, 1-diyl group, and the like.

A represents a group selected from (a) to (m) of the above group I, but is preferably (h), (I), (j) or (l), and particularly preferably (l). This is because when a is the group, the composition can easily obtain an optical filter having excellent light absorption in a desired wavelength region. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

A 'represents a group selected from (a') to (m ') of the group I, but is preferably (h'), (I '), (j') or (l '), and particularly preferably (l'). This is because when a' is the group, the composition can easily obtain an optical filter having excellent light absorption in a desired wavelength region. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

R is as defined above¹～R⁹、R¹’～R⁹’、R⁵¹And R⁵²Represents a hydrogen atom, a hydroxyl group, a halogen atom, a nitro group, a cyano group, a sulfo group, a carboxyl group, an amino group, an amide group, a metallocene group, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, but is preferably a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, and among them, a hydrogen atom or an alkyl group having 1 to 10 carbon atoms is preferable, a hydrogen atom or an alkyl group having 1 to 5 carbon atoms is particularly preferable, and a hydrogen atom is particularly preferable. This is due to the fact that R is represented by the above¹～R⁹、R¹’～R⁹’、R⁵¹And R⁵²The above-mentioned group makes it easy to obtain an optical filter having excellent light absorption in a desired wavelength region. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

X and X' each represents an oxygen atom, a sulfur atom, a selenium atom, -CR⁵¹R⁵²-, cycloalkane-1, 1-diyl group having 3 to 6 carbon atoms, -NH-or-NY²-, preferably an oxygen atom, a sulfur atom or-CR⁵¹R⁵²-, preferably-CR⁵¹R⁵²-. This is because the composition can easily obtain an optical filter having excellent light absorption in a desired wavelength region by using the functional groups X and X'. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

Y, Y' and Y mentioned above²Represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, but is preferably a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, and among them, is preferably a hydrogen atom. This is due to Y, Y' and Y being passed²The above-mentioned group makes it easy to obtain an optical filter having excellent light absorption in a desired wavelength region. In addition, this is because an optical filter excellent in light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtainedA wave filter.

R and r ' represent the substitutable numbers (a) to (e), (g) to (j), (l), (m), (a ') to (e '), (g ') to (j '), (l ') and (m ').

More specifically, the above-mentioned substitutable number represents the constituent R¹Or R¹' number of hydrogen atoms bonded to carbon atoms of the bonded ring. In the carbon atoms constituting the above ring, X contained in (h), (i) and (l) is-CR⁵¹R⁵²-is set not to contain-CR for use as X⁵¹R⁵²-carbon atom of (a).

For example, r is 4 when a is (b), (c), (h), or (l), r is 2 when a is (d), (i), or r is 3 when a is (j). When a is (a) and ring C is a benzene ring, r is 4, and when ring C is a naphthalene ring, r is 6.

In the methine chain included in the linking group represented by Q in the above general formula (102), one or two or more hydrogen atoms in the methine chain may be substituted with a hydroxyl group, a halogen atom, a cyano group, -NRR', an aryl group, an arylalkyl group, or an alkyl group.

Regarding the methine chain contained in the linking group represented by Q in the above general formula (102), one or two or more methylene groups in the methine chain may be replaced by-O-, -S-, -CO-, -COO-, -OCO-, -SO₂-, -NH-, -CONH-, -NHCO-, -N ═ CH-, or-CH ═ CH-.

In the case where the methylene group in the above-mentioned methine chain is substituted with a divalent group, the methylene chain is substituted with the above-mentioned divalent group under the condition that the oxygen atom is not adjacent to the methylene chain.

R and R' which are substituted for the hydrogen atom in the methine chain represent an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms.

Examples of the C1-30 alkyl group, C6-30 aryl group or C7-30 arylalkyl group represented by R and R' includeOut of R¹⁰¹And the like in the description.

As the connecting group represented by Q in the general formula (102) which contains a methine chain having 1 to 9 carbon atoms and may contain a ring structure in the chain, groups represented by any of the following (Q-1) to (Q-11) are preferable because of their ease of production.

The number of carbon atoms in the connecting group having 1 to 9 carbon atoms means the number of carbon atoms in the methine chain and the ring structure contained in the methine chain, and does not include a group (for example, the following R) substituting for the connecting group¹⁴～R¹⁹And Z') carbon atoms. The carbon atoms at both ends of the groups represented by (Q-1) to (Q-11) below (for example, the carbon atoms at both ends of the linking group represented by (Q-6)) are not included.

In the present disclosure, the groups represented by (Q-1) to (Q-11) are preferably (Q-4), (Q-5), (Q-7) and (Q-8), and are preferably (Q-4) and (Q-7). This is because, when Q is the linking group, the composition can easily provide an optical filter having excellent light absorption in a desired wavelength region. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

[ chemical formula 12]

(in the formula, R¹⁴、R¹⁵、R¹⁶、R¹⁷、R¹⁸、R¹⁹And Z 'independently represents a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, -NRR', an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms,

r and R' represent an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms,

denotes a bonding site. )

R is as defined above¹⁴、R¹⁵、R¹⁶、R¹⁷、R¹⁸、R¹⁹And the halogen atom, alkyl group having 1 to 30 carbon atoms, aryl group having 6 to 30 carbon atoms or arylalkyl group having 7 to 30 carbon atoms used in Z' may be R¹⁰¹And the like in the description.

Examples of the C1-30 alkyl group, C6-30 aryl group or C7-30 arylalkyl group represented by R and R' include R¹⁰¹And the like in the description.

R is as defined above¹⁴、R¹⁵、R¹⁶、R¹⁷、R¹⁸、R¹⁹And one or more hydrogen atoms in the group consisting of-NRR ', aryl group, arylalkyl group and alkyl group represented by Z ' may be substituted by a hydroxyl group, a halogen atom, a cyano group or-NRR '.

R is as defined above¹⁴、R¹⁵、R¹⁶、R¹⁷、R¹⁸、R¹⁹And one or more methylene groups in-NRR ', aryl, arylalkyl and alkyl groups represented by Z' may be replaced by-O-, -S-, -CO-, -COO-, -OCO-, -SO₂-, -NH-, -CONH-, -NHCO-, -N ═ CH-, or-CH ═ CH-.

In this disclosure, R¹⁴、R¹⁵、R¹⁶、R¹⁷、R¹⁸And R¹⁹Preferably a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, wherein the preferred one is a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, the more preferred one is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and the most preferred one is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

In this disclosure, at R¹⁴And R¹⁵In the combination of (1), R is particularly preferred¹⁴Is a hydrogen atom, R¹⁵Is an alkyl group having 1 to 5 carbon atoms.

In this disclosureIn (b), Z' is preferably a halogen atom, and among them, a chlorine atom is preferred. This is due to the fact that R is represented by the above¹⁴、R¹⁵、R¹⁶、R¹⁷、R¹⁸And R¹⁹And Z' is the above-mentioned preferable group, and an optical filter excellent in light absorption in a desired wavelength region can be easily obtained from the composition. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

In the present disclosure, the cation represented by A-Q-A' in the above general formulA (102) is preferably A cation represented by the following general formulA (102-1 A) or (102-2 A). This is because the composition can easily obtain an optical filter having excellent light absorption in a desired wavelength region by using the cation as described above. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

[ chemical formula 13]

(R in the formula^1a、R^2a、R^3a、R^4a、R^5a、R^6a、R^7aAnd R^8a、R^1a’、R^2a’、R^3a’、R^4a’、R^5a’、R^6a’、R^7a' and R^8a' and R^14aAnd R^15aEach independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,

za and Za' each independently represent a halogen atom. )

R in the above general formulae (102-1a) and (102-2a)^1a～R^8aAnd R^1a’～R^8a' and R^14aAnd R^15aThe alkyl group having 1 to 10 carbon atoms used in (1) may be the same as R used in the above general formula (101)¹⁰¹The same applies to alkyl groups used in the above.

As Za and Za in the above general formulae (102-1a) and (102-2a)The halogen atom used in the formula (I) may be the same as R used in the above general formula (101)¹⁰¹The same applies to halogen atoms used in the above.

In the present disclosure, R is as defined above^1a～R^8aAnd R^1a’～R^8a' independently of each other, a hydrogen atom or an alkyl group having 1 to 5 carbon atoms is particularly preferable, and a hydrogen atom is particularly preferable.

In the present disclosure, R is as defined above^14aAnd R^15aParticularly preferred is an alkyl group having 1 to 5 hydrogen atoms and carbon atoms, and particularly preferred is R¹⁴Is a hydrogen atom, R¹⁵Is an alkyl group having 1 to 5 carbon atoms.

In the present disclosure, Za and Za' are preferably chlorine atoms.

This is due to the fact that by R^1a～R^8a、R^1a’～R^8a’、R^14aAnd R^15aAnd Za' are the above groups, the composition can easily provide an optical filter having excellent light absorption in a desired wavelength region. This is because an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm can be easily obtained.

Specific examples of the cyanine cation of the cyanine compound used in the present invention include compounds nos. 1 to 102 described in japanese patent No. 6305331.

pAn in the above general formula (102)^q-The q-valent anion is not limited to methanesulfonic acid anion, dodecylsulfonic acid anion, benzenesulfonic acid anion, toluenesulfonic acid anion, trifluoromethanesulfonic acid anion, naphthalenesulfonic acid anion, diphenylamine-4-sulfonic acid anion, 2-amino-4-methyl-5-chlorobenzenesulfonic acid anion, 2-amino-5-nitrobenzenesulfonic acid anion, Japanese patent application laid-open No. 10-235999, Japanese patent application laid-open No. 10-337959, Japanese patent application laid-open No. 11-102088, Japanese patent application laid-open No. 2000-108510, Japanese patent application laid-open No. 2000-168223, Japanese patent application laid-open No. 2001-209969, Japanese patent application laid-open No. 2001-322354, Japanese patent application laid-open No. 2006-248180, Japanese patent application laid-open No. 2006-297907, Japanese patent application laid-open No. 8-253705, JP 2004-503379A and JPIn addition to the organic sulfonic acid anion such as the sulfonic acid anion described in JP-A-2005-336150 and International publication No. 2006/28006, there may be mentioned chloride ion, bromide ion, iodide ion, fluoride ion, chlorate ion, thiocyanate ion, perchlorate ion, hexafluorophosphate ion, hexafluoroantimonate ion, tetrafluoroborate ion, octylphosphate ion, dodecylphosphate ion, octadecylphosphate ion, phenylphosphate ion, nonylphenylphosphate ion, 2' -methylenebis (4, 6-di-t-butylphenyl) phosphonate ion, tetrakis (pentafluorophenyl) borate ion, tris (haloalkylsulfonyl) methide anion, bis (haloalkylsulfonyl) imide anion, tetracyanoborate anion, quencher anion having a function of (quenching) deactivating an active molecule in an excited state, or cyclopentadienylborate anion Anions of metallocene compounds such as ferrocene and ruthenocene having an anionic group such as a carboxyl group, a phosphonic acid group or a sulfonic acid group on the alkenyl ring.

In the present disclosure, hexafluorophosphate ion, hexafluoroantimonate ion, tetrafluoroborate ion, tris (haloalkylsulfonyl) methide anion (e.g., (CF) may be particularly preferably used₃SO₂)₃C^-) Bis (haloalkylsulfonyl) imide anions (e.g., (CF)₃SO₂)₂N^-) And the like.

The method for producing the cyanine dye is not particularly limited, and can be obtained by a method utilizing a well-known general reaction, and for example, a method of synthesizing the cyanine dye by a reaction between a compound having a corresponding structure and an imine derivative as in the route described in jp 2010-209191 a is exemplified.

The content of the cyanine dye in 100 parts by mass of the dye, the content of the cyanine dye in 100 parts by mass of the composition, and the content of the cyanine dye in 100 parts by mass of the cationically polymerizable component may be set to the same content as the content of the pyrromethene dye, from the viewpoint that the effect of obtaining a cured product having excellent light absorption in a desired wavelength region can be more effectively exhibited.

The porphyrazine-based dye may have a porphyrin structure and may absorb light in a desired wavelength range.

Examples of such porphyrazine-based dyes include metal-containing porphyrin compounds described in Japanese patent application laid-open No. 2018-081218 and azaporphyrin-based dyes described in International publication No. 2017/010076.

In the present invention, the porphyrazine-based dye is particularly preferably a compound represented by the following general formula (1).

This is because the porphyrazine-based dye is a compound represented by the general formula (1), and thus the effect of obtaining a cured product having excellent light absorption in a desired wavelength region can be more effectively exhibited.

[ chemical formula 13A ]

R is as defined above³⁰¹～R³⁰⁸May be the same or different.

For example R³⁰¹And R³⁰²、R³⁰³And R³⁰⁴、R³⁰⁵And R³⁰⁶And R³⁰⁷And R³⁰⁸The groups may be the same or different.

As the above-mentioned R¹～R⁸Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like.

R is as defined above³⁰¹～R³⁰⁸The amino group represented may be any of a primary amino group, a secondary amino group, and a tertiary amino group.

Examples of the secondary amino group and the tertiary amino group include groups in which 1 or 2 hydrogen atoms of the amino group are substituted with an alkyl group having 1 to 30 carbon atoms. Examples of the alkyl group having 1 to 30 carbon atoms include the group represented by R¹⁰¹The same groups as those for the alkyl group used in the above description.

As the above-mentioned R³⁰¹～R³⁰⁸Examples of the secondary amino group include an N-methylamino group, an N-ethylamino group, an N-N-butylamino group, and the like.

As the above-mentioned R³⁰¹～R³⁰⁸Examples of the tertiary amino group include an N, N-dimethylamino group, an N, N-diethylamino group, an N, N-di-N-butylamino group, and the like.

R is as defined above³⁰¹～R³⁰⁸The alkyl group having 1 to 30 carbon atoms is preferably an alkyl group having 1 to 12 carbon atoms,particularly preferably an alkyl group having 1 to 10 carbon atoms, particularly preferably an alkyl group having 1 to 8 carbon atoms, particularly preferably an alkyl group having 2 to 6 carbon atoms, and particularly preferably an alkyl group having 2 to 5 carbon atoms. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

As the alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms can be used. In other words, R is¹～R⁸The alkyl group may have 1 to 30 carbon atoms, in which a hydrogen atom is substituted with a substituent, that is, an alkyl group having 1 to 30 carbon atoms and having a substituent.

As the above-mentioned R³⁰¹～R³⁰⁸The alkyl group having 1 to 30 carbon atoms, that is, the alkyl group having 1 to 30 carbon atoms having no substituent, is represented by the formula R¹⁰¹The same groups as those for the alkyl group used in the above description.

Examples of the substituted alkyl group having 1 to 30 carbon atoms include those in which one or more hydrogen atoms in the alkyl group are substituted with a substituent.

Examples of the substituent for substituting the hydrogen atom include the substituent for R¹⁰¹The aliphatic hydrocarbon group used in (1) is a group having the same substituent for one or more hydrogen atoms.

In addition, the above R is substituted³⁰¹～R³⁰⁸The substituent for the hydrogen atom in the alkyl group having 1 to 30 carbon atoms may be the above-mentioned alkyl group, alkoxy group, aryl group, aryloxy group, heteroaryl group, or the like, which will be described later. Namely, as the above R³⁰¹～R³⁰⁸Examples of the substituted alkyl group having 1 to 30 carbon atoms include aralkyl, linear, branched or cyclic haloalkyl, linear, branched or cyclic alkoxyalkyl, linear, branched or cyclic alkoxyalkoxyalkyl, aryloxyalkyl, aralkyloxyalkyl, linear, branched or cyclic haloalkoxyalkyl, and the like.

Examples of the aralkyl group include a benzyl group, an α -methylbenzyl group, an α -ethylbenzyl group, an α, α -dimethylbenzyl group, an α -phenylbenzyl group, an α, α -diphenylbenzyl group, a phenethyl group, and an α -methylphenylethyl group.

Examples of the above-mentioned linear, branched or cyclic haloalkyl group include a fluoromethyl group, a 3-fluoropropyl group, a 6-fluorohexyl group and the like.

Examples of the linear, branched or cyclic alkoxyalkyl group include a methoxymethyl group, an ethoxymethyl group, and an n-butoxymethyl group.

Examples of the linear, branched or cyclic alkoxyalkoxyalkyl group include a (2-methoxyethoxy) methyl group, a (2-ethoxyethoxy) methyl group and the like.

Examples of the aryloxyalkyl group include a phenoxymethyl group, a 4-methylphenoxymethyl group, and a 3-methylphenoxymethyl group.

Examples of the aralkyloxyalkyl group include benzyloxymethyl and phenethyloxymethyl.

Examples of the above-mentioned linear, branched or cyclic haloalkoxyalkyl group include linear, branched or cyclic haloalkoxyalkyl groups such as fluoromethoxymethyl groups.

R is as defined above³⁰¹～R³⁰⁸The alkoxy group having 1 to 30 carbon atoms is preferably an alkoxy group having 1 to 12 carbon atoms, and particularly preferably an alkoxy group having 1 to 8 carbon atoms. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

As the alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms can be used. In other words, R is³⁰¹～R³⁰⁸The alkoxy group may have 1 to 30 carbon atoms, which is a group obtained by substituting a substituent for a hydrogen atom in an alkoxy group having 1 to 30 carbon atoms, that is, an alkoxy group having 1 to 30 carbon atoms.

As the above-mentioned R³⁰¹～R³⁰⁸The alkoxy group having 1 to 30 carbon atoms, that is, the alkoxy group having 1 to 30 carbon atoms which has no substituent, includes methoxy, ethoxy, n-propoxy, isopropoxy, n-propoxy, n-butoxy,N-butoxy and the like.

As the above-mentioned R³⁰¹～R³⁰⁸The substituted alkoxy group having 1 to 30 carbon atoms includes those in which one or more hydrogen atoms are substituted with a substituent.

Examples of the substituent for substituting the hydrogen atom include the substituent for substituting the above-mentioned R³⁰¹～R³⁰⁸Examples of the substituent for the hydrogen atom in the alkyl group include substituents.

The alkoxy group having 1 to 30 carbon atoms which may have a substituent(s) includes, more specifically, an aralkyloxy group, a linear, branched or cyclic haloalkoxy group and the like.

Examples of the aralkyloxyl group include a benzyloxyl group, an α -methylbenzyloxy group, and an α -ethylbenzyloxy group.

Examples of the above-mentioned linear, branched or cyclic haloalkoxy group include fluoromethoxy group, 3-fluoropropoxy group and the like.

As the above-mentioned R³⁰¹～R³⁰⁸The aryl group having 6 to 30 carbon atoms is preferably an aryl group having 6 to 20 carbon atoms, particularly preferably an aryl group having 6 to 16 carbon atoms, particularly preferably an aryl group having 6 to 12 carbon atoms, and particularly preferably an aryl group having 6 to 10 carbon atoms. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

In addition, as R³⁰¹～R³⁰⁸As the aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms can be used. In other words, R is¹～R⁸The aryl group may have 6 to 30 carbon atoms, in which a hydrogen atom is substituted with a substituent, that is, an aryl group having 6 to 30 carbon atoms and having a substituent.

Examples of the substituted aryl group having 6 to 30 carbon atoms include those in which one or more hydrogen atoms in the aryl group are substituted with a substituent.

Examples of the substituent to be substituted for the above hydrogen atom includeAs a substituent R³⁰¹～R³⁰⁸Examples of the substituent for the hydrogen atom of the alkyl group include substituents.

As R³⁰¹～R³⁰⁸Examples of the aryl group having 6 to 30 carbon atoms which is not substituted include R in the general formula (101)¹⁰¹And aryl groups having 6 to 30 carbon atoms and used for aromatic ring-containing hydrocarbon groups.

Examples of the aryl group having 6 to 30 carbon atoms, that is, the aryl group having 6 to 30 carbon atoms which does not have a substituent, and the aryl group having 6 to 30 carbon atoms which has a substituent include a phenyl group, a 2-methylphenyl group, a 3-methylphenyl group, a 4-methylphenyl group, a 3-ethylphenyl group, a 2-fluorophenyl group, and a 3-fluorophenyl group.

As the above-mentioned R³⁰¹～R³⁰⁸The aryloxy group having 6 to 30 carbon atoms is preferably an aryloxy group having 6 to 20 carbon atoms, and is preferably an aryloxy group having 6 to 16 carbon atoms. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

In addition, as the above R³⁰¹～R³⁰⁸As the aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 1 to 30 carbon atoms can be used. In other words, R is¹～R⁸The aryloxy group may be a group in which a hydrogen atom in an aryloxy group having 6 to 30 carbon atoms is substituted with a substituent, that is, an aryloxy group having 6 to 30 carbon atoms and having a substituent.

As the above-mentioned R³⁰¹～R³⁰⁸The substituted aryloxy group having 6 to 30 carbon atoms includes groups in which one or more hydrogen atoms in the aryloxy group are substituted with a substituent. Examples of the substituent for substituting the hydrogen atom include the above-mentioned substituent for R³⁰¹～R³⁰⁸Examples of the substituent of the hydrogen atom of the alkyl group include the following.

As the above-mentioned R³⁰¹～R³⁰⁸An aryloxy group having 6 to 30 carbon atoms, that is, an unsubstituted aryloxy group having 6 to 30 carbon atoms,And an aryloxy group having 6 to 30 carbon atoms and having a substituent, and examples thereof include a phenoxy group, a 2-methylphenoxy group and the like.

As the above-mentioned R³⁰¹～R³⁰⁸The substituted aryloxy group having 6 to 30 carbon atoms includes, for example, a 2-methoxyphenoxy group, a 4-isopropoxyphenoxy group and the like.

As the above-mentioned R³⁰¹～R³⁰⁸Examples of the substituted aryloxy group having 6 to 30 carbon atoms include a 2-fluorophenoxy group and a 3-chlorophenoxy group.

Further, as the above R³⁰¹～R³⁰⁸The substituted aryloxy group having 6 to 30 carbon atoms includes, for example, a 3-chloro-4-methylphenoxy group, a 2-phenylphenoxy group and the like.

As the above-mentioned R³⁰¹～R³⁰⁸The heteroaryl group having 2 to 30 carbon atoms includes, for example, an aromatic heterocyclic ring containing at least 1 or more nitrogen atoms, oxygen atoms or sulfur atoms as a hetero atom.

As the heteroaryl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms can be used. In other words, R is³⁰¹～R³⁰⁸The heteroaryl group may be a heteroaryl group having 2 to 30 carbon atoms in which a hydrogen atom is substituted with a substituent, that is, a heteroaryl group having 2 to 30 carbon atoms and having a substituent.

As the above-mentioned R³⁰¹～R³⁰⁸The heteroaryl group having 2 to 30 carbon atoms and having a substituent(s) is exemplified by a group in which one or more hydrogen atoms in the heteroaryl group are substituted with a substituent. Examples of the substituent for substituting the hydrogen atom include the above-mentioned substituent for R¹～R⁸Examples of the substituent for the hydrogen atom of the alkyl group include substituents.

As the above-mentioned R³⁰¹～R³⁰⁸The heteroaryl group having 2 to 30 carbon atoms, that is, the heteroaryl group having 6 to 30 carbon atoms and having a substituent, and the heteroaryl group having 2 to 30 carbon atoms, which are represented by the formula (I), include, for example, furyl, thienyl, and the like,Pyrrolyl, 3-pyrrolinyl, pyrazolyl, imidazolyl and the like.

As the above-mentioned R³⁰¹And R³⁰²、R³⁰³And R³⁰⁴、R³⁰⁵And R³⁰⁶Or R³⁰⁷And R³⁰⁸Examples of the alicyclic structure formed by bonding to each other include R¹And alicyclic hydrocarbon groups having 3 to 20 carbon atoms formed by bonding carbon atoms of the pyrrole ring, and examples thereof include alicyclic structures such as cyclohexane, methylcyclohexane, dimethylcyclohexane, t-butylcyclohexane, cyanocyclohexane, and dichlorocyclohexane.

In the present invention, R is as defined above³⁰¹～R³⁰⁸Preferably a hydrogen atom, an unsubstituted or substituted alkyl group having 1 to 30 carbon atoms, an unsubstituted or substituted alkoxy group having 1 to 30 carbon atoms, or an unsubstituted or substituted aryl group having 6 to 30 carbon atoms.

As R³⁰¹And R³⁰²、R³⁰³And R³⁰⁴、R³⁰⁵And R³⁰⁶And R³⁰⁷And R³⁰⁸The combination of (b) may be any combination as long as it can absorb light of a desired wavelength, and specifically, a combination of (i) a hydrogen atom and an alkyl group, (ii) an alkyl group and an alkoxy group, and (iii) an alkyl group and an aryl group are preferable. This is because a cured product having a sharp absorption peak in a desired wavelength range can be obtained.

In addition, R³⁰¹、R³⁰³、R³⁰⁵And R³⁰⁷The groups may be the same or different, but the same group is preferred. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

Further, R³⁰²、R³⁰⁴、R³⁰⁶And R³⁰⁸The groups may be the same or different, but the same group is preferred. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

The combination of the above (i) is preferably a combination of a hydrogen atom and an unsubstituted or substituted alkyl group having 1 to 30 carbon atoms, more preferably a combination of a hydrogen atom and an unsubstituted alkyl group having 1 to 10 carbon atoms, and particularly preferably a combination of a hydrogen atom and an unsubstituted alkyl group having 2 to 5 carbon atoms.

In the present invention, R is most preferred³⁰¹、R³⁰³、R³⁰⁵And R³⁰⁷Is a hydrogen atom, and R³⁰²、R³⁰⁴、R³⁰⁶And R³⁰⁸And a branched alkyl group having 3 to 5 carbon atoms which has no substituent, such as isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, neopentyl group, tert-pentyl group, 1, 2-dimethylpropyl group, 1-methylbutyl group, and 2-methylbutyl group. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

The combination of (iii) is preferably a combination of an unsubstituted or substituted alkyl group having 1 to 30 carbon atoms and an unsubstituted or substituted aryl group having 6 to 30 carbon atoms, more preferably a combination of an unsubstituted or substituted alkyl group having 1 to 10 carbon atoms and a substituted aryl group having 6 to 12 carbon atoms, and particularly more preferably a combination of an unsubstituted or substituted alkyl group having 2 to 5 carbon atoms and a substituted aryl group having 6 carbon atoms.

The substituent for substituting one or two or more hydrogen atoms of the aryl group is preferably a halogen atom, and among them, a fluorine atom is preferable. In addition, it is preferable that 1 hydrogen atom of the aryl group is substituted with a substituent.

In the present invention, R is particularly preferable³⁰¹、R³⁰³、R³⁰⁵And R³⁰⁷Is a phenyl group obtained by substituting one or more hydrogen atoms by halogen atoms, and R²、R⁴、R⁶And R⁸A branched alkyl group having 3 to 5 carbon atoms having no substituent such as isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, neopentyl group, tert-pentyl group, 1, 2-dimethylpropyl group, 1-methylbutyl group, 2-methylbutyl group, etc., and R is most preferably R³⁰¹、R³⁰³、R³⁰⁵And R³⁰⁷Is 1 hydrogen atom such as 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl and the likePhenyl substituted by fluorine atoms, and R³⁰²、R³⁰⁴、R³⁰⁶And R³⁰⁸And a branched alkyl group having 3 to 5 carbon atoms which has no substituent, such as isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, neopentyl group, tert-pentyl group, 1, 2-dimethylpropyl group, 1-methylbutyl group, and 2-methylbutyl group. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

This is due to the fact that R is represented by the above³⁰¹、R³⁰³、R³⁰⁵And R³⁰⁷The above-mentioned composition can easily provide an optical filter having excellent light absorption in a desired wavelength region, due to the functional group. In addition, this is because, when combined with a pyrromethene-based dye or a cyanine-based dye, an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm and excellent light absorption in a wavelength region of 550nm or more and less than 610nm can be easily obtained.

Examples of the metal atom having a valence of 2 represented by M include metal atoms belonging to groups 3 to 15 of the periodic table. Specific examples thereof include Cu, Zn, Fe, Co, Ni, Ru, Pb, Rh, Pd, Pt, Mn, Sn and Pb.

Examples of the 1-valent metal atom represented by M include Na, K, and Li.

Examples of the 3-or 4-valent metal compound represented by M include halides, hydroxides, and oxides of 3-or 4-valent metals belonging to groups 3 to 15 of the periodic table. Specific examples of the metal compound include AlCl, AlOH, InCl, FeCl, MnOH and SiCl₂、SnCl₂、GeCl₂、Si(OH)₂、Si(OCH₃)₂、Si(OPh)₂、Si(OSiCH₃)₂、Sn(OH)₂、Ge(OH)₂VO, TiO, and the like.

M is preferably Cu, Zn, Co, Ni, Pb, Pd, Pt, Mn, VO, TiO, particularly preferably Cu, Co, Ni, Pd, VO. This is because a cured product having a steeper absorption peak in a desired wavelength range can be obtained.

This is because when M is the metal atom or the metal compound, the composition can easily provide an optical filter having excellent light absorption in a desired wavelength region. In addition, this is because, when combined with a pyrromethene-based dye or a cyanine-based dye, an optical filter having excellent light absorption in a wavelength region of 450nm or more and less than 550nm and excellent light absorption in a wavelength region of 550nm or more and less than 610nm can be easily obtained.

More specifically, the porphyrazine-based dye compound represented by the above general formula (1) includes the same compounds as the specific examples of the general formula (1) described in Japanese patent application laid-open No. 2017-68221.

As the method for producing the above-mentioned porphyrazine-based pigment compound, known methods can be used, and examples thereof include methods described in j.gen.chem.ussr vol.47, 1954-.

Examples of commercially available products of the above porphyrazine-based pigment compounds include PD-311S, PD-320, NC-35, SNC-8 (Kyowa Kagaku Co., Ltd.), FDG-004, and FDG-007 (Kyowa Kagaku Co., Ltd.).

The porphyrazine-based dye used in the present invention may contain only one compound, but may contain two or more compounds having different structures or types of metal atoms or metal compounds (hereinafter, may be referred to as central metals or the like) represented by M.

In the present invention, it is preferable to use a dye containing two or more compounds represented by the above general formula (1) as the porphyrazine-based dye from the viewpoint of improving durability such as moisture and heat durability. This is because a cured product having more excellent durability can be obtained by including two or more compounds in the porphyrazine-based dye.

The kind of the compound to be combined is preferably two or more, more preferably two or more and five or less, further preferably two or more and three or less, and particularly preferably two. This is because a cured product having a steeper absorption peak in a desired wavelength range can be easily obtained.

Examples of the combination of two or more compounds having different structures include R³⁰¹～R³⁰⁸Combinations of compounds different from each other, and a preferable combination is R³⁰¹～R³⁰⁸At least 1 of the above compounds is an unsubstituted or substituted aryl group having 6 to 30 carbon atoms and R³⁰¹～R³⁰⁸The compound is a combination of compounds which have no substituent or have substituent and are other than aryl groups with 6-30 carbon atoms.

In addition, R may be mentioned³⁰¹～R³⁰⁸At least 1 of the above compounds is an unsubstituted or substituted aryl group having 6 to 30 carbon atoms and R³⁰¹～R³⁰⁸Is a group other than an unsubstituted or substituted aryl group having 6 to 30 carbon atoms and R³⁰¹～R³⁰⁸At least 1 of the above groups is a combination of compounds having an unsubstituted or substituted alkyl group having 1 to 30 carbon atoms, and R³⁰¹～R³⁰⁸At least 1 of the above (B) is an unsubstituted or substituted aryl group having 6 to 30 carbon atoms and R is³⁰¹～R³⁰⁸At least 1 of the above compounds is an unsubstituted or substituted alkyl group having 1 to 30 carbon atoms and R³⁰¹～R³⁰⁸R is a group other than an unsubstituted or substituted aryl group having 6 to 30 carbon atoms³⁰¹～R³⁰⁸At least 1 of which is a hydrogen atom and R³⁰¹～R³⁰⁸At least 1 of the above compounds is a combination of compounds having a C1-30 alkyl group having no substituent or a substituent.

A preferable combination includes R¹～R⁸At least 1 of the above (B) is an unsubstituted or substituted aryl group having 6 to 20 carbon atoms and R is³⁰¹～R³⁰⁸At least 1 of the above compounds is an unsubstituted or substituted alkyl group having 1 to 10 carbon atoms and R³⁰¹～R³⁰⁸Is unsubstituted or substituted carbonA group other than an aryl group having 6 to 30 atoms and R³⁰¹～R³⁰⁸At least 1 of which is a hydrogen atom and R³⁰¹～R³⁰⁸At least 1 of the above compounds is a combination of compounds having a C1-10 alkyl group having no substituent or a substituent.

A particularly preferred combination is R³⁰¹～R³⁰⁸At least 1 of the above-mentioned groups is an aryl group having 6 to 12 carbon atoms in which one or two or more hydrogen atoms are substituted with a halogen atom and R³⁰¹～R³⁰⁸At least 1 of the above compounds is an unsubstituted alkyl group having 2 to 5 carbon atoms and R³⁰¹～R³⁰⁸A combination of a hydrogen atom and an alkyl group having 2 to 5 carbon atoms and having no substituent.

The most preferred combination is R³⁰¹、R³⁰³、R³⁰⁵And R³⁰⁷Is a phenyl group having 1 hydrogen atom substituted with a fluorine atom such as a 2-fluorophenyl group, a 3-fluorophenyl group, a 4-fluorophenyl group and the like and R³⁰²、R³⁰⁴、R³⁰⁶And R³⁰⁸A compound which is a branched alkyl group having 3 to 5 carbon atoms and having no substituent such as isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, neopentyl group, tert-pentyl group, 1, 2-dimethylpropyl group, 1-methylbutyl group, 2-methylbutyl group, etc., and R³⁰¹、R³⁰³、R³⁰⁵And R³⁰⁷Is a hydrogen atom and R³⁰²、R³⁰⁴、R³⁰⁶And R³⁰⁸And a combination of compounds having a branched alkyl group of 3 to 5 carbon atoms having no substituent such as isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, neopentyl group, tert-pentyl group, 1, 2-dimethylpropyl group, 1-methylbutyl group, and 2-methylbutyl group.

This is because a cured product having excellent durability such as moist heat durability can be obtained by combining such compounds.

Examples of the combination of two different compounds such as the central metal include a combination of a compound containing Cu as M and a compound containing Pd, and examples thereof include a combination of two metal atoms each containing a metal atom having a valence of 2 selected from Cu, Zn, Fe, Co, Ni, Ru, Pb, Rh, Pd, Pt, Mn, Sn and PbAnd a combination of compounds (a) and a combination of a compound containing VO as M and a compound containing TiO, each of which contains a metal compound selected from the group consisting of AlCl, AlOH, InCl, FeCl, MnOH and SiCl as a valence-3 or 4 metal compound₂、SnCl₂、GeCl₂、Si(OH)₂、Si(OCH₃)₂、Si(OPh)₂、Si(OSiCH₃)₂、Sn(OH)₂、Ge(OH)₂VO, and TiO.

In addition, a combination of a compound containing a metal atom selected from metal atoms having a valence of 2 and a compound containing a metal compound selected from metal compounds having a valence of 3 or 4, such as a combination of a compound containing Cu as M and a compound containing VO, is exemplified.

As a preferred combination, a combination of a compound containing a metal atom selected from metal atoms having a valence of 2 as M and a compound containing a metal compound selected from metal compounds having a valence of 3 or 4 is cited.

A more preferable combination includes a combination of a compound containing a metal atom selected from Cu, Zn, Co, Ni, Pb, Pd, Pt, and Mn as M and a compound containing a metal compound selected from VO and TiO, and a combination of a compound containing Cu and a compound containing VO as M is particularly preferable.

When the porphyrazine-based dye includes two compounds, the content ratio thereof may be such that the desired durability can be obtained, and for example, the content of one compound is preferably 1 part by mass or more and 99 parts by mass or less, more preferably 10 parts by mass or more and 90 parts by mass or less, further preferably 30 parts by mass or more and 70 parts by mass or less, particularly preferably 40 parts by mass or more and 60 parts by mass or less, and most preferably 45 parts by mass or more and 55 parts by mass or less, per 100 parts by mass of the total of the compounds. This is because a cured product having excellent durability such as moist heat durability can be obtained by combining these compounds containing a central metal.

The content of the porphyrazine-based dye is preferably 20 parts by mass or more, more preferably 30 parts by mass or more and 80 parts by mass or less, particularly preferably 40 parts by mass or more and 70 parts by mass or less, and particularly preferably 45 parts by mass or more and 65 parts by mass or less, based on 100 parts by mass of the dye. This is because the effect of improving the light fastness of pyrromethene or cyanine is exhibited.

The content of the porphyrazine-based coloring matter is preferably 0.01 part by mass or more, more preferably 0.01 part by mass or more and 8 parts by mass or less, particularly preferably 0.1 part by mass or more and 5 parts by mass or less, and particularly preferably 0.1 part by mass or more and 3 parts by mass or less, based on 100 parts by mass of the solid content. This is due to the need to efficiently cut off only specific wavelengths.

The content of the porphyrazine-based coloring matter is preferably 0.002 parts by mass or more, more preferably 0.02 parts by mass or more and 6.4 parts by mass or less, particularly preferably 0.02 parts by mass or more and 4 parts by mass or less, and particularly preferably 0.02 parts by mass or more and 2.4 parts by mass or less, per 100 parts by mass of the composition.

When the porphyrazine-based dye is used in combination with at least one of a pyrromethene-based dye and a cyanine-based dye, the total content of the pyrromethene-based dye, the cyanine-based dye, and the porphyrazine-based dye is preferably 30 parts by mass or more, more preferably 50 parts by mass or more, particularly preferably 80 parts by mass or more, particularly preferably 90 parts by mass or more, particularly preferably 95 parts by mass or more, and particularly preferably 100 parts by mass, that is, the dye is the pyrromethene-based dye, the cyanine-based dye, and the porphyrazine-based dye.

In the case where the porphyrazine-based dye is used in combination with only the pyrazine-based dye among the pyryne-based dye and the cyanine-based dye, the total content of the pyryne-based dye, the cyanine-based dye, and the porphyrazine-based dye means the total content of the pyryne-based dye and the porphyrazine-based dye.

The type of the coloring matter contained in the coloring matter may be one kind, or two or more kinds, but is preferably one kind from the viewpoint of providing a composition capable of producing a cured product having excellent light absorption in a desired wavelength region.

The difference in type means that at least 1 of the maximum absorption wavelength and the half-value width is different.

On the other hand, from the viewpoint of obtaining steep optical characteristics and improving light resistance, the types of the above-mentioned pigments are preferably two or more, and among them, at least one of a pyrromethene-based pigment and a cyanine-based pigment and a porphyrazine-based pigment are preferably contained, and particularly, a pyrromethene-based pigment and a porphyrazine-based pigment are preferably contained.

The content of the coloring matter in the composition of the present disclosure is not particularly limited as long as it is an amount that can obtain a cured product excellent in light absorption in a desired wavelength region, and is appropriately set according to the use and the like of the composition, but may be set to 0.01 parts by mass or more and 20 parts by mass or less, preferably 0.01 parts by mass or more and 5 parts by mass or less, and particularly preferably 0.1 parts by mass or more and 5 parts by mass or less, in 100 parts by mass of the solid content of the composition.

When the content is in the above range, a cured product obtained using the composition has excellent light absorption in a desired wavelength range.

The content of the coloring matter is preferably 1.5 parts by mass or more and 4.5 parts by mass or less, preferably 2 parts by mass or more and 4 parts by mass or less, and preferably 2.5 parts by mass or more and 4 parts by mass or less in 100 parts by mass of the solid content of the composition, from the viewpoint of obtaining a cured product more excellent in light absorption in a desired wavelength region.

The solid content includes all components except the solvent.

When the pigment includes two or more pigments, the content of the pigment refers to the total content of the pigments.

For example, when the dye includes a pyrromethene-based dye and a cyanine-based dye, the content of the dye indicates the total amount of the two dyes. When the dye includes a pyrromethene-based dye, a cyanine-based dye, and a porphyrazine-based dye, the content of the dye represents the total amount of all the dyes.

The content of the coloring matter is not particularly limited as long as it is an amount capable of obtaining a cured product excellent in light absorption in a desired wavelength region, and may be appropriately set according to the use or the like of the composition, and may be set to 0.01 part by mass or more and 10 parts by mass or less, preferably 0.02 part by mass or more and 5 parts by mass or less, particularly preferably 0.05 part by mass or more and 5 parts by mass or less, particularly preferably 1 part by mass or more and 4.5 parts by mass or less, particularly preferably 1.5 part by mass or more and 4.5 parts by mass or less, preferably 2.0 part by mass or more and 4.5 parts by mass or less, and preferably 3 parts by mass or more and 4.2 parts by mass or less, with respect to 100 parts by mass of the cationically polymerizable component.

2. Cationically polymerizable component

The cationic polymerizable component is not particularly limited, and any compound may be used as long as it contains a compound that causes polymerization or a crosslinking reaction by an acid generated from an acid generator.

Examples of the cationic polymerizable component include an epoxy compound, an oxetane compound, a cyclic lactone compound, a cyclic acetal compound, a cyclic thioether compound, a spiro orthoester compound, and a vinyl compound, and one or more kinds selected from these compounds can be used.

The cationic polymerizable component may be a single compound, or may contain two or more compounds.

This is because the composition can provide a cured product excellent in light absorption in a desired wavelength range. This is because the composition can easily produce a cured product having excellent adhesion to a substrate.

Examples of the compound containing two or more kinds of compounds include compounds having two or more kinds of different structures, molecular weights, and the like.

Examples of the combinations having different structures include combinations obtained by combining two or more kinds of compounds selected from the above-described classes such as epoxy compounds, oxetane compounds, cyclic lactone compounds, cyclic acetal compounds, cyclic thioether compounds, spiro orthoester compounds, and vinyl compounds, as well as combinations including both epoxy compounds and oxetane compounds.

Examples of the combinations having different structures include combinations obtained by combining two or more selected from aromatic epoxy compounds, alicyclic epoxy compounds, and aliphatic epoxy compounds, such as a combination including an aliphatic epoxy compound and an alicyclic epoxy compound as epoxy compounds, a combination including an aliphatic epoxy compound and an aromatic epoxy compound as epoxy compounds, and a combination including an aromatic epoxy compound and an alicyclic epoxy compound.

Examples of the combinations of different molecular weights include combinations obtained by combining two types of aliphatic epoxy compounds having different molecular weights as epoxy compounds.

In the present disclosure, the cationically polymerizable component preferably contains at least one selected from the group consisting of an epoxy compound and an oxetane compound, from the viewpoint of obtaining a composition which can give a cured product excellent in light absorption in a desired wavelength region and good adhesion to a substrate.

The epoxy compound may be any compound containing an epoxy structure. For example, a compound containing both an epoxy structure and an oxetane structure can be set to a compound corresponding to an epoxy compound.

Examples of such epoxy compounds include aromatic epoxy compounds, alicyclic epoxy compounds, and aliphatic epoxy compounds.

In the present disclosure, the epoxy compound particularly preferably contains at least one of an alicyclic epoxy compound and an aliphatic epoxy compound, particularly preferably contains at least an alicyclic epoxy compound, and particularly preferably contains both an alicyclic epoxy compound and an aliphatic epoxy compound. This is because the use of the epoxy compound makes it possible to obtain a cured product of the composition which has excellent light absorption in a desired wavelength range and has good adhesion to a substrate.

Specific examples of the alicyclic epoxy compound include compounds containing an aliphatic ring, and examples thereof include polyglycidyl ethers of polyhydric alcohols having at least 1 aliphatic ring, and compounds containing cyclohexene oxide or cyclopentane oxide obtained by epoxidizing compounds containing cyclohexene or cyclopentene rings with an oxidizing agent.

Among the above alicyclic epoxy compounds, an epoxy resin having an epoxycyclohexane structure as an aliphatic ring is preferred because it is rapidly cured.

As the alicyclic epoxy compound, a compound having 2 or more epoxycyclohexane structures, such as a compound represented by the following general formula (5-1), can be preferably used. This is because the composition can obtain a cured product having excellent light absorption in a desired wavelength range and good adhesion to a substrate by containing such a compound. This is because the composition can give a cured product having a steeper absorption peak in a desired wavelength range.

[ chemical formula 13B ]

(in the formula, X⁵Represents a direct bond or a linking group (a divalent group having 1 or more atoms). )

As X⁵Examples of the linking group include a divalent hydrocarbon group, an alkenylene group in which a part or all of the carbon-carbon double bonds are epoxidized, a carbonyl group, an ether bond, an ester bond, a carbonate group, an amide group, and a group obtained by linking a plurality of these groups.

The divalent hydrocarbon group includes a straight-chain or branched alkylene group having 1 to 30 carbon atoms, or an alkylene group having 1 to 30 carbon atoms and having a cycloalkyl ring.

The straight-chain or branched alkylene group having 1 to 30 carbon atoms may be a group obtained by removing 1 hydrogen atom from a straight-chain or branched alkyl group having 1 to 30 carbon atoms. The alkylene group having 1 to 30 carbon atoms and having a cycloalkyl ring may be a group obtained by removing 1 hydrogen atom from an alkyl group having 1 to 30 carbon atoms and having a cycloalkyl ring.

Examples of the linear or branched alkylene group include groups obtained by removing 1 hydrogen atom from a linear or branched alkyl group having 1 to 20 carbon atoms such as a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an isopentyl group, a tert-pentyl group, a hexyl group, a heptyl group, an octyl group, an isooctyl group, a 2-ethylhexyl group, a tert-octyl group, a nonyl group, an isononyl group, a decyl group, an isodecyl group, an undecyl group, a dodecyl group, a tetradecyl group, a hexadecyl group, an octadecyl group, and an eicosyl.

Examples of the divalent hydrocarbon group which is a linear or branched alkylene group having 1 to 20 carbon atoms include a methylene group, a methylmethylene group, a dimethylmethylene group, an ethylene group, a propylene group, and a trimethylene group.

As the alkyl group having a cycloalkyl ring, a cycloalkyl group can be used. Examples of the cycloalkyl group include a monocyclic hydrocarbon group and a crosslinked hydrocarbon ring group, which are groups obtained by removing 1 hydrogen atom from a monocyclic hydrocarbon ring such as a cyclohexyl ring or a crosslinked hydrocarbon ring such as a norbornyl ring, or groups obtained by substituting one or two or more hydrogen atoms in a ring of a group obtained by removing 1 hydrogen atom from a cycloalkyl ring with an aliphatic hydrocarbon group.

Examples of the monocyclic hydrocarbon group include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, methylcyclopentyl, methylcyclohexyl, dimethylcyclohexyl, trimethylcyclohexyl, tetramethylcyclohexyl, pentamethylcyclohexyl, ethylcyclohexyl, and methylcycloheptyl groups, and specific examples thereof include cyclopentyl, cyclohexyl, and cycloheptyl groups.

Examples of the crosslinked hydrocarbon ring group include bicyclo [2.1.1] hexyl, bicyclo [2.2.1] heptyl, bicyclo [2.2.2] octyl, bicyclo [4.3.1] decyl, bicyclo [3.3.1] nonyl, bornyl, norbornyl, norbornenyl, 6-dimethylbicyclo [3.1.1] heptyl, tricyclobutyl and adamantyl.

As X⁵The alkyl group having a cycloalkyl ring as represented above may be a combination of the cycloalkyl group and the linear or branched alkyl group. Examples thereof include a group obtained by substituting one or more hydrogen atoms in a linear or branched alkyl group with the above cycloalkyl group, a group obtained by substituting one or more methylene groups in a linear or branched alkyl group with a group obtained by removing 1 hydrogen atom from the above cycloalkyl group, and a group obtained by substituting one or more hydrogen atoms in the above cycloalkyl group with the above linear or branched alkyl group.

Specific examples thereof include cycloalkylene groups (including cycloalkylidene groups) such as 1, 2-cyclopentylene group, 1, 3-cyclopentylene group, cyclopentylidene group, 1, 2-cyclohexylene group, 1, 3-cyclohexylene group, 1, 4-cyclohexylene group and cyclohexylidene group.

Examples of the alkenylene group in which a part or all of the carbon-carbon double bonds are epoxidized (hereinafter, may be referred to as "epoxidized alkenylene group"), include a linear or branched alkenylene group having 2 to 8 carbon atoms such as a vinylene group, a propenylene group, a 1-butenylene group, a 2-butenylene group, a butadienylene group, a pentenylene group, a hexenylene group, a heptenylene group, and an octenylene group.

In the present invention, X⁵The linking group is preferably a divalent hydrocarbon group, an ester bond, or a group obtained by linking a plurality of these groups, and particularly preferably a group obtained by linking a divalent hydrocarbon group and an ester bond. This is because the effects of the present invention can be more effectively obtained by using such a compound.

In the present invention, X represents⁵The divalent hydrocarbon group represented by (a) is preferably an alkylene group obtained by removing 1 hydrogen atom from a linear or branched alkyl group having 1 to 18 carbon atoms, more preferably an alkylene group obtained by removing 1 hydrogen atom from a linear or branched alkyl group having 1 to 8 carbon atoms, still more preferably an alkylene group obtained by removing 1 hydrogen atom from a linear alkyl group having 1 to 5 carbon atoms, and particularly preferably an alkylene group obtained by removing 1 hydrogen atom from a linear alkyl group having 1 to 3 carbon atoms. This is because the effects of the present invention can be more favorably exhibited when the number of carbon atoms is within the above range.

The content of the compound having 2 or more epoxycyclohexane structures is preferably 40 parts by mass or more and 90 parts by mass or less, among them, preferably 50 parts by mass or more and 70 parts by mass or less, and particularly preferably 55 parts by mass or more and 70 parts by mass or less, in 100 parts by mass of the epoxy compound. When the content is in the above range, the composition can provide a cured product having excellent light absorption in a desired wavelength range and good adhesion to a substrate. This is because the composition can give a cured product having a steeper absorption peak in a desired wavelength range.

As the alicyclic epoxy compound, a compound represented by the following general formula (5-2) can also be preferably used. This is because the use of the compound enables the composition to obtain a cured product having a steeper absorption peak in a desired wavelength range.

[ chemical formula 13C ]

(in the formula, Y⁵Represents an alkylene group having 6 to 30 carbon atoms and having a cycloalkyl ring. )

As Y⁵The alkylene group having 1 to 30 carbon atoms and having a cycloalkyl ring, which is represented by the formula (I), can be used together with the above-mentioned X⁵The alkylene group having a cycloalkyl ring is the same group as that shown.

In the present invention, Y⁵The alkylene group having 13 to 20 carbon atoms and having 2 cycloalkyl rings is preferable, and the group represented by the following general formula (5-3) is more preferable. This is due to the passage of Y⁵With the above-described structure, the composition can provide a cured product having a steeper absorption peak in a desired wavelength range.

[ chemical formula 13D ]

(in the formula, R^5aAnd R^5bRepresents a hydrogen atom or a methyl group, and represents a bonding site. )

Examples of the alicyclic epoxy compound include hydrogenated bisphenol A diglycidyl ether, 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexanecarboxylate, 3, 4-epoxy-1-methylcyclohexyl-3, 4-epoxy-1-methylhexanecarboxylate, 6-methyl-3, 4-epoxycyclohexylmethyl-6-methyl-3, 4-epoxycyclohexanecarboxylate, 3, 4-epoxy-3-methylcyclohexylmethyl-3, 4-epoxy-3-methylcyclohexanecarboxylate, 3, 4-epoxy-5-methylcyclohexylmethyl-3, 4-epoxy-5-methylcyclohexanecarboxylate, hydrogenated bisphenol A diglycidyl ether, 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexanecarboxylate, 6-methyl-3, 4-epoxycyclohexylmethyl-6-methyl-3, 4-epoxycyclohexanecarboxylate, 3, 2- (3, 4-epoxycyclohexyl-5, 5-spiro-3, 4-epoxy) cyclohexane-m-dioxane, bis (3, 4-epoxycyclohexylmethyl) adipate, 3, 4-epoxy-6-methylcyclohexylcarboxylate, methylenebis (3, 4-epoxycyclohexane), dicyclopentadiene diepoxide, ethylenebis (3, 4-epoxycyclohexanecarboxylate), dioctyl epoxyhexahydrophthalate, di-2-ethylhexyl epoxyhexahydrophthalate, 1-epoxyethyl-3, 4-epoxycyclohexane, 1, 2-epoxy-2-epoxyethylcyclohexane, 3, 4-epoxycyclohexylmethyl acrylate, 3, 4-epoxycyclohexylmethyl methacrylate, and the like.

The compound containing both an aliphatic ring and an aromatic ring may be set to correspond to an alicyclic epoxy compound.

As the alicyclic epoxy compound, 3, 4-epoxycyclohexylmethyl-3, 4-epoxycyclohexanecarboxylate, 3, 4-epoxy-1-methylcyclohexyl-3, 4-epoxy-1-methylhexanecarboxylate and the like are preferable from the viewpoint that a cured product excellent in light absorption in a desired wavelength region can be obtained.

As the alicyclic epoxy compound, a compound having a main chain structure, such as a1, 2-epoxy-4- (2-oxiranyl) cyclohexane adduct of 2, 2-bis (hydroxymethyl) -1-butanol, which has a structure in which an oxiranyl group is directly bonded to a cycloalkyl ring derived from an epoxycycloalkyl ring by a single bond as a constituent unit and epoxy groups having an epoxycycloalkyl ring are polymerized with each other (hereinafter, may be referred to as an alicyclic epoxy compound a.) may be used.

Examples of commercially available products that can be suitably used as the alicyclic epoxy compound include alicyclic epoxy compounds described in japanese patent No. 6103653 and the like.

The alicyclic epoxy compound may be used alone or in combination of two or more, and for example, a compound having 2 or more epoxycyclohexane structures and the alicyclic epoxy compound a are also preferably used in combination. This is because a cured product having excellent light absorption in a desired wavelength region can be obtained.

When a compound having 2 or more epoxycyclohexane structures and the alicyclic epoxy compound a are used in combination, the content of the compound having 2 or more epoxycyclohexane structures is preferably 60 parts by mass or more and 99 parts by mass or less, more preferably 70 parts by mass or more and 95 parts by mass or less, and particularly preferably 80 parts by mass or more and 90 parts by mass or less, based on 100 parts by mass of the alicyclic epoxy compound. This is because a cured product having excellent light absorption in a desired wavelength region can be obtained.

The content of the alicyclic epoxy compound may be an amount that can obtain a cured product excellent in light absorption in a desired wavelength region, and is, for example, preferably 40 parts by mass or more, among 100 parts by mass of the cationic polymerizable component, preferably 50 parts by mass or more, preferably 60 parts by mass or more and 90 parts by mass or less, particularly preferably 60 parts by mass or more and 85 parts by mass or less, preferably 60 parts by mass or more and 80 parts by mass or less, and particularly preferably 65 parts by mass or more and 75 parts by mass or less.

When the content of the epoxy compound is 90 parts by mass or less in 100 parts by mass of the cationically polymerizable component, the content of the alicyclic epoxy compound is preferably 40 parts by mass or more and 80 parts by mass or less, more preferably 45 parts by mass or more and 70 parts by mass or less, and more preferably 45 parts by mass or more and 65 parts by mass or less in 100 parts by mass of the cationically polymerizable component.

This is because when the content is in the above range, a cured product having excellent light absorption in a desired wavelength region can be obtained. This is because the composition can provide a cured product having good adhesion to a substrate. This is because the composition can give a cured product having a steeper absorption peak in a desired wavelength range.

Specific examples of the aromatic epoxy compound include polyglycidyl ethers of polyphenols having at least 1 aromatic ring or alkylene oxide adducts thereof, glycidyl etherates of bisphenol a and bisphenol F, or compounds obtained by further adding alkylene oxide to these, and novolak-type epoxy compounds; glycidyl ethers of aromatic compounds having 2 or more phenolic hydroxyl groups such as resorcinol, hydroquinone, and catechol; polyglycidyl ethers of aromatic compounds having 2 or more alcoholic hydroxyl groups, such as benzenedimethanol, benzenediethanol, and benzenedibutanol; polyglycidyl esters of polybasic acid aromatic compounds having 2 or more carboxylic acids such as phthalic acid, terephthalic acid, and trimellitic acid, polyglycidyl esters of benzoic acids such as benzoic acid and toluic acid, and naphthoic acid, glycidyl esters of benzoic acid, and epoxides of styrene oxide and divinylbenzene.

Among these, at least one member selected from the group consisting of polyglycidyl ethers of phenols, polyglycidyl etherates of aromatic compounds having 2 or more alcoholic hydroxyl groups, polyglycidyl etherates of polyphenols, polyglycidyl esters of benzoic acids, and polyglycidyl esters of polybasic acids is preferably contained, and polyglycidyl etherates of aromatic compounds having 2 or more alcoholic hydroxyl groups are particularly preferred. This is because a cured product having excellent light absorption in a desired wavelength region can be obtained.

The content of the aromatic epoxy compound may be set to an amount that can obtain a cured product excellent in light absorption in a desired wavelength region, and for example, may be set to 0 part by mass or more and 60 parts by mass or less, and preferably 0 part by mass or more and 50 parts by mass or less, in 100 parts by mass of the cationically polymerizable component. This is because when the content is in the above range, a cured product having excellent light absorption in a desired wavelength region can be obtained.

Specific examples of the aliphatic epoxy compound include polyglycidyl ethers of aliphatic polyhydric alcohols or alkylene oxide adducts thereof, polyglycidyl esters of aliphatic long-chain polybasic acids, homopolymers synthesized by vinyl polymerization of glycidyl acrylate or glycidyl methacrylate, and copolymers synthesized by vinyl polymerization of glycidyl acrylate or glycidyl methacrylate and other vinyl monomers.

Among the polyglycidyl ethers of the aliphatic polyhydric alcohol or alkylene oxide adduct thereof, diglycidyl ether compounds of aliphatic diol compounds can be preferably used, and particularly compounds represented by the following general formula (5-4) can be preferably used. This is because the use of the compound enables the composition to obtain a cured product which is excellent in light absorption in a desired wavelength range and has good adhesion to a substrate. This is because the composition can give a cured product having a steeper absorption peak in a desired wavelength range.

[ chemical formula 13E ]

(in the formula, Y⁶Represents a linear or branched alkylene group having 1 to 30 carbon atoms. )

As Y⁶The straight chain or branched chain alkylene group having 1 to 30 carbon atoms, which is represented by the formula (I), can be used together with the above-mentioned X⁵The same groups as the straight chain or branched chain alkylene group having 1 to 30 carbon atoms. Further, one or more methylene groups of the alkylene group having 1 to 30 carbon atoms may be substituted with-O-.

When a methylene group in the above alkylene group is substituted with-O-, the methylene group is a group obtained by substituting the methylene group with-O-in the above alkylene group under the condition that oxygen atoms are not adjacent to each other.

In the present invention, Y⁶Branched alkylene groups are preferred. This is because, by having the above-mentioned structure, the composition can obtain a cured product having a steeper absorption peak in a desired wavelength range.

In the present invention, Y⁶The alkylene group is preferably a linear or branched alkylene group having 2 to 30 carbon atoms, more preferably a linear or branched alkylene group having 3 to 28 carbon atoms, and particularly preferably a linear or branched alkylene group having 4 to 26 carbon atoms. In addition, in Y⁶When the methylene group is an alkylene group not substituted with-O-, the number of carbon atoms is preferably 4 to 10, more preferably 4 to 8. In the above-mentioned Y⁶In the case of alkylene in which methylene is substituted by-O-, Y⁶The alkylene group has preferably 10 to 26 carbon atoms and has a structure obtained by removing hydroxyl groups at both ends from a polyalkylene glycol, more preferably 10 to 26 carbon atoms and has a structure obtained by removing hydroxyl groups at both ends from a polyethylene glycol or a polypropylene glycol, and still more preferably 15 to 24 carbon atoms and has a structure obtained by removing hydroxyl groups at both ends from a polyethylene glycol or a polypropylene glycol. This is due toThe composition can obtain a cured product having a steeper absorption peak in a desired wavelength range.

Specific examples of the diglycidyl etherate of the aliphatic diol compound represented by the above general formula (5-4) include diglycidyl etherates of polyalkylene glycols such as diethylene glycol diglycidyl ether, dipropylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, etc., ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, cyclohexane dimethylol diglycidyl ether, neopentyl glycol diglycidyl ether, 1, 4-butanediol diglycidyl ether, 1, 6-hexanediol diglycidyl ether, 1, 9-nonanediol diglycidyl ether, etc.

Typical examples of the aliphatic epoxy compound include glycidyl ethers of polyhydric alcohols such as 1, 4-butanediol diglycidyl ether, 1, 6-hexanediol diglycidyl ether, triglycidyl ether of glycerol, triglycidyl ether of trimethylolpropane, tetraglycidyl ether of sorbitol, hexaglycidyl ether of dipentaerythritol, diglycidyl ether of polyethylene glycol, and diglycidyl ether of polypropylene glycol, polyglycidyl ethers of polyether polyols obtained by adding one or more alkylene oxides to aliphatic polyhydric alcohols such as propylene glycol, trimethylolpropane, and glycerol, and diglycidyl esters of aliphatic long-chain dibasic acids. Further, there may be mentioned monoglycidyl ether of aliphatic higher alcohol, phenol, cresol, butylphenol, and a monoglycidyl ether of polyether alcohol obtained by adding alkylene oxide to these, glycidyl ester of higher fatty acid, epoxidized soybean oil, octyl epoxystearate, butyl epoxystearate, epoxidized polybutadiene, and the like.

The aliphatic epoxy resin may be a resin containing no aliphatic ring or no aromatic ring.

The content of the aliphatic epoxy compound may be set to an amount that can obtain a cured product excellent in light absorption in a desired wavelength region, and may be, for example, 0 to 40 parts by mass, preferably 0 to 30 parts by mass, and more preferably 0 to 25 parts by mass, per 100 parts by mass of the cationically polymerizable component. This is because when the content is in the above range, a cured product having excellent light absorption in a desired wavelength region can be obtained.

In the present disclosure, from the viewpoint of obtaining a cured product excellent in light absorption in a desired wavelength region, the content of the aliphatic epoxy compound is preferably 5 parts by mass or more and 50 parts by mass or less, among them preferably 10 parts by mass or more and 40 parts by mass or less, particularly preferably 20 parts by mass or more and 40 parts by mass or less, and particularly preferably 25 parts by mass or more and 35 parts by mass or less, in 100 parts by mass of the cationically polymerizable component.

When the epoxy compound includes both an alicyclic epoxy compound and an aliphatic epoxy compound, the content of the aliphatic epoxy compound is preferably 10 parts by mass or more and 60 parts by mass or less, more preferably 20 parts by mass or more and 50 parts by mass or less, particularly preferably 25 parts by mass or more and 45 parts by mass or less, and particularly preferably 25 parts by mass or more and 40 parts by mass or less, based on 100 parts by mass of the total of the aliphatic epoxy compound and the alicyclic epoxy compound. This is because the composition can provide a cured product having excellent light absorption in a desired wavelength range and good adhesion to a substrate. This is because the composition can give a cured product having a steeper absorption peak in a desired wavelength range.

The total content of the alicyclic epoxy compound and the aliphatic epoxy compound is preferably 50 parts by mass or more, more preferably 70 parts by mass or more, particularly preferably 90 parts by mass or more, particularly preferably 95 parts by mass or more, particularly preferably 98 parts by mass or more, particularly preferably 100 parts by mass, in 100 parts by mass of the epoxy compound, that is, the cationically polymerizable component includes only an alicyclic epoxy compound and an aliphatic epoxy compound as the epoxy compound. This is because the composition can provide a cured product having excellent light absorption in a desired wavelength range and good adhesion to a substrate. This is because the composition can give a cured product having a steeper absorption peak in a desired wavelength range.

Examples of commercially available products that can be suitably used as the aromatic and aliphatic epoxy compounds include epoxy compounds described in japanese patent No. 6103653 and the like.

The content of the epoxy compound may be an amount that can obtain a cured product excellent in light absorption in a desired wavelength region, and may be set to 50 parts by mass or more, preferably 60 parts by mass or more, particularly preferably 70 parts by mass or more, particularly preferably 75 parts by mass or more, particularly preferably 80 parts by mass or more, per 100 parts by mass of the cationically polymerizable component. This is because when the content is in the above range, a cured product having excellent light absorption in a desired wavelength region can be obtained.

As the oxetane compound, a compound having an oxetane structure and not having an epoxy structure can be set.

Specific examples of such oxetane compounds include 3-ethyl-3-hydroxymethyloxetane, 3- (methyl) allyloxymethyl-3-ethyloxetane, (3-ethyl-3-oxetanylmethoxy) methylbenzene, 4-fluoro- [1- (3-ethyl-3-oxetanylmethoxy) methyl ] benzene, 4-methoxy- [1- (3-ethyl-3-oxetanylmethoxy) methyl ] benzene, [1- (3-ethyl-3-oxetanylmethoxy) ethyl ] phenyl ether, isobutoxymethyl (3-ethyl-3-oxetanylmethyl) ether, and mixtures thereof, Isobornyloxyethyl (3-ethyl-3-oxetanylmethyl) ether, isobornyl (3-ethyl-3-oxetanylmethyl) ether, 2-ethylhexyl (3-ethyl-3-oxetanylmethyl) ether, ethyldiethylene glycol (3-ethyl-3-oxetanylmethyl) ether, dicyclopentadiene (3-ethyl-3-oxetanylmethyl) ether, dicyclopentenyloxyethyl (3-ethyl-3-oxetanylmethyl) ether, dicyclopentenyl (3-ethyl-3-oxetanylmethyl) ether, tetrahydrofurfuryl (3-ethyl-3-oxetanylmethyl) ether, tetrabromolyl (3-ethyl-3-oxetanylmethyl) ether, isobornyl (3-ethyl-3-oxetanylmethyl) ether, and mixtures thereof, 2-tetrabromophenoxyethyl (3-ethyl-3-oxetanylmethyl) ether, tribromophenyl (3-ethyl-3-oxetanylmethyl) ether, 2-tribromophenoxyethyl (3-ethyl-3-oxetanylmethyl) ether, 2-hydroxyethyl (3-ethyl-3-oxetanylmethyl) ether, 2-hydroxypropyl (3-ethyl-3-oxetanylmethyl) ether, butoxyethyl (3-ethyl-3-oxetanylmethyl) ether, pentachlorophenyl (3-ethyl-3-oxetanylmethyl) ether, pentabromophenyl (3-ethyl-3-oxetanylmethyl) ether, bornyl (3-ethyl-3-oxetanylmethyl) ether, 3, 7-bis (3-oxetanyl) -5-oxa-nonane, 3' - (1,3- (2-methylene) propanediylbis (oxymethylene)) bis- (3-ethyloxetane), 1, 4-bis [ (3-ethyl-3-oxetanylmethoxy) methyl ] benzene, 1, 2-bis [ (3-ethyl-3-oxetanylmethoxy) methyl ] ethane, 1, 3-bis [ (3-ethyl-3-oxetanylmethoxy) methyl ] propane, ethylene glycol bis (3-ethyl-3-oxetanylmethyl) ether, dicyclopentenylbis (3-ethyl-3-oxetanylmethyl) ether, n-butyl-3-oxetanylmeth-yl) ether, n-butyl-ethyl-3-oxetanylmethyl ether, n-butyl-ethyl-3-oxetanylmeth-yl-ether, n-butyl-3-ethylbutyl-ethyl-3-oxetanylmethyl ether, n-butyl, Triethylene glycol bis (3-ethyl-3-oxetanylmethyl) ether, tetraethylene glycol bis (3-ethyl-3-oxetanylmethyl) ether, tricyclodecanediylmethylene (3-ethyl-3-oxetanylmethyl) ether, trimethylolpropane tris (3-ethyl-3-oxetanylmethyl) ether, 1, 4-bis (3-ethyl-3-oxetanylmethoxy) butane, 1, 6-bis (3-ethyl-3-oxetanylmethoxy) hexane, pentaerythritol tris (3-ethyl-3-oxetanylmethyl) ether, pentaerythritol tetrakis (3-ethyl-3-oxetanylmethyl) ether, polyethylene glycol bis (3-ethyl-3-oxetanylmethyl) ether, pentaerythritol tris (3-ethyl-3-oxetanylmethyl) ether, polyethylene glycol bis (3-ethyl-3-oxetanylmethyl) ether, Dipentaerythritol hexa (3-ethyl-3-oxetanylmethyl) ether, dipentaerythritol penta (3-ethyl-3-oxetanylmethyl) ether, dipentaerythritol tetra (3-ethyl-3-oxetanylmethyl) ether, caprolactone-modified dipentaerythritol hexa (3-ethyl-3-oxetanylmethyl) ether, caprolactone-modified dipentaerythritol penta (3-ethyl-3-oxetanylmethyl) ether, ditrimethylolpropane tetra (3-ethyl-3-oxetanylmethyl) ether, EO-modified bisphenol A bis (3-ethyl-3-oxetanylmethyl) ether, PO-modified bisphenol A bis (3-ethyl-3-oxetanylmethyl) ether, di-n-butyl-ethyl-3-ethylmethyl ether, di, EO-modified hydrogenated bisphenol A bis (3-ethyl-3-oxetanylmethyl) ether, PO-modified hydrogenated bisphenol A bis (3-ethyl-3-oxetanylmethyl) ether, EO-modified bisphenol F (3-ethyl-3-oxetanylmethyl) ether, and the like.

The content of the oxetane compound in the present disclosure may be an amount that can obtain a cured product excellent in light absorption in a desired wavelength region, and for example, may be set to 0 part by mass or more and 40 parts by mass or less, among them, preferably 5 parts by mass or more and 35 parts by mass or less, particularly preferably 10 parts by mass or more and 30 parts by mass or less, and particularly preferably 15 parts by mass or more and 25 parts by mass or less, in 100 parts by mass of the cationically polymerizable component. This is because when the content is in the above range, a cured product having excellent light absorption in a desired wavelength region can be obtained.

As the cation polymerizable component, other compounds such as thiirane compounds and thietane compounds can be used.

The other compounds usable as the cationic polymerizable component, cyclic lactone compounds, cyclic acetal compounds, cyclic thioether compounds, spiro orthoester compounds, and vinyl compounds such as vinyl ether compounds and ethylenically unsaturated compounds, can be set to the same contents as those described in japanese patent No. 6103653 and the like.

The cationic polymerizable component may be any component as long as it can obtain a cured product having excellent light absorption in a desired wavelength region, and for example, any of a low molecular weight compound and a high molecular weight compound may be used.

The cationic polymerizable component preferably contains a low molecular weight compound from the viewpoint of ease of coating the composition. Further, since the low-molecular weight compound is excellent in dispersibility, solubility, and the like in the composition, a cured product having excellent transparency can be obtained.

The cationic polymerizable component preferably contains a high molecular weight compound from the viewpoint of adhesion of the cured product and the like.

In the present disclosure, the cationically polymerizable component preferably contains at least a low molecular weight compound from the viewpoint of coatability and the like, but may be set to contain both the low molecular weight compound and the high molecular weight compound from the viewpoint of a balance between ease of coating of the composition, adhesion of the cured product, and the like.

The molecular weight of the low-molecular weight compound may be set to, for example, 1000 or less, preferably 50 or more and 500 or less, and more preferably 50 or more and 300 or less, as long as the desired coating properties can be obtained.

The molecular weight of the high molecular weight compound may be set to, for example, greater than 1000, preferably 1000 or more and 50000 or less, and more preferably 1000 or more and 10000 or less, as long as desired ease of adhesion can be obtained.

In the following, when the compound is a polymer, the molecular weight indicates a weight average molecular weight (Mw).

The weight average molecular weight can be determined as a standard polystyrene equivalent by Gel Permeation Chromatography (GPC).

The weight average molecular weight Mw can be obtained by, for example, using GPC (LC-2000plus series) manufactured by Nippon spectral Co., Ltd., tetrahydrofuran as an elution solvent, Mw1110000, 707000, 397000, 189000, 98900, 37200, 13700, 9490, 5430, 3120, 1010, 589 (TSKgel standard polystyrene manufactured by TOSOH CORPORATION Co., Ltd.), and KF-804, KF-803, and KF-802 (manufactured by Showa Denko K.K.) as columns, and measuring the molecular weights.

The measurement temperature may be set to 40 ℃ and the flow rate may be set to 1.0 mL/min.

The content of the low-molecular weight compound is not limited as long as a cured product having excellent light absorption in a desired wavelength region can be obtained, and is preferably 10 parts by mass or more, more preferably 30 parts by mass or more, particularly preferably 50 parts by mass or more, and preferably 60 parts by mass or more, among 100 parts by mass of the cationically polymerizable component. When the content is in the above range, the composition can form a cured product having excellent light absorption in a desired wavelength range.

The content of the cationic polymerizable component in the composition of the present disclosure is not particularly limited as long as it is an amount that can obtain a cured product excellent in light absorption in a desired wavelength region, and for example, may be 50 parts by mass or more, preferably 50 parts by mass or more and 99 parts by mass or less, more preferably 70 parts by mass or more and 96 parts by mass or less, and particularly preferably 85 parts by mass or more and 95 parts by mass or less, in 100 parts by mass of the solid component of the composition. When the content is in the above range, the composition can form a cured product having excellent light absorption in a desired wavelength range.

The total content of the cationic polymerizable component and the coloring matter may be 50.01 parts by mass or more, preferably 70 parts by mass or more and 99.5 parts by mass or less, more preferably 80 parts by mass or more and 98 parts by mass or less, and particularly preferably 85 parts by mass or more and 96 parts by mass or less, based on 100 parts by mass of the solid content of the composition. When the content is in the above range, the composition can give a cured product excellent in light absorption in a desired wavelength range. The reason for this is that the composition is excellent in durability such as dye retention performance and strength.

The content of the cationic polymerizable component may be 50 parts by mass or more, preferably 80 parts by mass or more, among them, preferably 90 parts by mass or more, and particularly preferably 95 parts by mass or more, per 100 parts by mass of the resin component in the composition. Further, the resin component may be 100 parts by mass, that is, only the cationic polymerizable component may be contained. When the content is in the above range, a cured product having excellent light absorption in a desired wavelength range can be obtained from the composition. The reason for this is that the composition is excellent in durability such as dye retention performance and strength.

The resin component represents the total of the cationic polymerizable component and other resin components described later.

3. Acid generator

The acid generator is not particularly limited, and any compound may be used as long as it can generate an acid under predetermined conditions.

Examples of such an acid generator include a photoacid generator which can generate an acid by irradiation with light such as ultraviolet irradiation, and a thermal acid generator which can generate an acid by heat.

The acid generator may be at least one of the photoacid generator and the thermal acid generator, and is preferably a photoacid generator from the viewpoint of ease of curing, reduction in thermal damage to a peripheral member used adjacent to the composition during curing of the composition, and an increase in the degree of freedom in selection of the peripheral member. In addition, the photoacid generator also has an advantage of a high curing speed.

In addition, the acid generator is preferably a thermal acid generator in view of easily forming a cured product even at a portion which is difficult to be reached by light. Further, since the thermal acid generator has a relatively slow curing rate, it can be easily bonded to another member after a curing treatment (heat treatment) is performed.

The content of the acid generator may be set to 0.01 parts by mass or more and 10 parts by mass or less, and preferably 0.1 parts by mass or more and 5 parts by mass or less, based on 100 parts by mass of the solid content of the composition, singly or in combination. This is because the composition can easily obtain a cured product excellent in light absorption in a desired wavelength region.

The use ratio of the acid generator to the cationically polymerizable component is not particularly limited as long as it is used in a generally usual use ratio within a range not hindering the object of the present disclosure, and for example, the acid generator is preferably 0.05 parts by mass or more and 10 parts by mass or less, preferably 0.5 parts by mass or more and 8 parts by mass or less, preferably 1 part by mass or more and 7 parts by mass or less, and particularly preferably 1.5 parts by mass or more and 5 parts by mass or less, with respect to 100 parts by mass of the cationically polymerizable component. When the use ratio is within the above range, the cationic polymerizable component is sufficiently cured, and the cured product of the composition has good heat resistance.

This is because the composition can easily give a cured product excellent in light absorption in a desired wavelength region.

(1) Photoacid generators

The photoacid generator is not particularly limited as long as it is a compound that can generate an acid by irradiation with light such as ultraviolet irradiation, and is preferably an onium salt that emits a lewis acid by irradiation with ultraviolet light, that is, a double salt, or a derivative thereof. Typical examples of the compound include salts of cations and anions represented by the following general formula (21).

[ chemical formula 14]

[A]^m+[B]^m- (21)

Wherein the cation [ A ]]^m+Preferably, onium, the structure of which can be represented by the following general formula (22), for example.

[ chemical formula 15]

[(R¹³)^aQ]^m+ (22)

Wherein R is¹³An organic group having 1 to 60 carbon atoms and may contain several atoms other than carbon atoms. a is an integer of 1 to 5. a number of R³May be the same or different independently of each other. In addition, at least 1 is preferably the organic group having an aromatic ring. Q is an atom or group of atoms selected from the group consisting of S, N, Se, Te, P, As, Sb, Bi, O, I, Br, Cl, F, N ═ N. In addition, in the reaction of a cation [ A ]]^m+In (2), when the valence of Q is Q, a relationship of m-a-Q (where N-N is treated as valence 0) must be established.

In addition, an anion [ B ]]^m-Preferably a halide complex, and the structure thereof can be represented by, for example, the following general formula (23).

[ chemical formula 16]

[LX_b]^m- (23)

Wherein L is a metal or semimetal (Metaloid) which is a central atom of the halide complex, and B, P, As, Sb, Fe, Sn, Bi, Al, Ca, In, Ti, Zn, Sc, V, Cr, Mn, Co, etc. X is halogenAn atomic group of a substance. b is an integer of 3 to 7. In addition, in the reaction of anions [ B ]]^m-When the valence of L in (b) is p, a relationship of m ═ b-p must be established.

As anions of the above formula [ LX_b]^m-Specific examples of (3) include tetrakis (pentafluorophenyl) borate [ (C)₆F₅)₄B]^-Tetrafluoroborate (BF)₄)^-Hexafluorophosphate (PF)₆)^-Hexafluoroantimonate (SbF)₆)^-Hexafluoroarsenate (AsF)₆)^-Hexachloroantimonate (SbCl)₆)^-Tris (pentafluoromethyl) trifluorophosphate ion (FAP anion), and the like.

In addition, an anion [ B ]]^m-An anion having a structure represented by the following general formula (24) can also be preferably used.

[ chemical formula 17]

[LX_b-1(OH)]^m- (24)

L, X, b is the same as described above. Examples of other anions that can be used include perchlorate ion (ClO)₄)^-Trifluoromethyl sulfite ion (CF)₃SO₃)^-Fluorosulfonate ion (FSO)₃)^-Toluene sulfonic acid anion, trinitrobenzene sulfonic acid anion, camphor sulfonic acid salt, nonafluorobutane sulfonic acid salt, hexadecafluorooctane sulfonic acid salt, tetraarylborate, tetrakis (pentafluorophenyl) borate, etc.

Among such onium salts, the use of the following aromatic onium salts (i) to (iii) is particularly effective. Among them, one kind may be used alone or two or more kinds may be used in combination.

(ii) aryldiazonium salts such as phenyldiazonium hexafluorophosphate, 4-methoxybenzylazonylammonium hexafluoroantimonate and 4-methylbenzylazonylammonium hexafluorophosphate

Diaryliodonium salts such as diphenyliodonium hexafluoroantimonate, bis (4-methylphenyl) iodonium hexafluorophosphate, bis (4-tert-butylphenyl) iodonium hexafluorophosphate and tolylcumyliodionium tetrakis (pentafluorophenyl) borate

③ sulfonium salts of sulfonium cations represented by the following group III or group IV, hexafluoroantimony ions, tetrakis (pentafluorophenyl) borate ions, and the like

[ chemical formula 18]

Group III

[ chemical formula 19]

Group IV

Further, as another preferable compound, (η)⁵And iron-arene complexes such as-2, 4-cyclopentadien-1-yl [ (1,2,3,4,5, 6-. eta.) - (1-methylethyl) benzene ] -iron-hexafluorophosphate, and mixtures of aluminum complexes such as tris (acetylacetonate) aluminum, tris (ethylacetoneacetate) aluminum, and tris (salicylaldehyde) aluminum, and silanols such as triphenylsilanol.

Among them, aromatic iodonium salts, aromatic sulfonium salts, and iron-arene complexes are preferably used from the viewpoint of practical use and light sensitivity, and aromatic sulfonium salts represented by the following general formula (2) are more preferably used from the viewpoint of sensitivity. In addition, since the photoacid generator is the aromatic sulfonium salt, the composition can form a cured product having excellent light absorption in a desired wavelength region.

Further, the above composition can reduce damage to a peripheral member such as a base material due to heat during curing, and thus the degree of freedom in selecting the peripheral member is increased.

[ chemical formula 20]

An1^q1-an anion representing the valence q1,

q1 represents an integer of 1 or 2,

p1 represents a coefficient for making the charge neutral. )

[ chemical formula 21]

denotes a bonding position to S in formula (2). )

In the compound represented by the above general formula (2), R is²¹、R²²、R²³、R²⁴、R²⁵、R²⁶、R²⁷、R²⁸、R²⁹、R³⁰、R³¹、R³²、R³³、R³⁴、R³⁵、R¹²¹、R¹²²、R¹²³、R¹²⁴、R¹²⁵、R¹²⁶、R¹²⁷、R¹²⁸、R¹²⁹、R¹³⁰、R¹³¹、R¹³²、R¹³³、R¹³⁴、R¹³⁶、R¹³⁷、R¹³⁸、R¹³⁹、R¹⁴⁰、R¹⁴¹、R¹⁴²、R¹⁴³、R¹⁴⁴、R¹⁴⁵、R¹⁴⁶、R¹⁴⁷、R¹⁴⁸And R¹⁴⁹Examples of the halogen atom include fluorine, chlorine, bromine, and iodine.

In the compound represented by the above general formula (2), R is²¹、R²²、R²³、R²⁴、R²⁵、R²⁶、R²⁷、R²⁸、R²⁹、R³⁰、R³¹、R³²、R³³、R³⁴、R³⁵、R¹²¹、R¹²²、R¹²³、R¹²⁴、R¹²⁵、R¹²⁶、R¹²⁷、R¹²⁸、R¹²⁹、R¹³⁰、R¹³¹、R¹³²、R¹³³、R¹³⁴、R¹³⁶、R¹³⁷、R¹³⁸、R¹³⁹、R¹⁴⁰、R¹⁴¹、R¹⁴²、R¹⁴³、R¹⁴⁴、R¹⁴⁵、R¹⁴⁶、R¹⁴⁷、R¹⁴⁸And R¹⁴⁹Examples of the alkyl group having 1 to 10 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, isobutyl, pentyl, isopentyl, tert-pentyl, hexyl, cyclohexyl, heptyl, octyl, nonyl, ethyloctyl, 2-methoxyethyl, 3-methoxypropyl, 4-methoxybutyl, 2-butoxyethyl, methoxyethoxyethyl, methoxyethoxyethoxyethyl, 3-methoxybutyl, 2-methylthioethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, bromomethyl, dibromomethyl, tribromomethyl, difluoroethyl, trichloroethyl, dichlorodifluoroethyl, pentafluoroethyl, heptafluoropropyl, nonafluorobutyl, decafluoropentyl, tridecafluorohexyl, pentadecafluoroheptyl, heptadecafluoro.Octyl, methoxymethyl, 1, 2-epoxyethyl, methoxyethyl, methoxyethoxymethyl, methylthiomethyl, ethoxyethyl, butoxymethyl, t-butylthiomethyl, 4-pentenyloxymethyl, trichloroethoxymethyl, bis (2-chloroethoxy) methyl, methoxycyclohexyl, 1- (2-chloroethoxy) ethyl, 1-methyl-1-methoxyethyl, ethyldithioethyl, trimethylsilylethyl, t-butyldimethylsiloxymethyl, 2- (trimethylsilyl) ethoxymethyl, t-butoxycarbonylmethyl, ethoxycarbonylmethyl, ethylcarbonylmethyl, t-butoxycarbonylmethyl, acryloyloxyethyl, methacryloyloxyethyl, 2-methyl-2-adamantyloxycarbonylmethyl, methyl-ethyl, n-butyl-ethyl, n-butyl-ethyl, Acetyl ethyl, 2-methoxy-1-propenyl, hydroxymethyl, 2-hydroxyethyl, 1-hydroxyethyl, 2-hydroxypropyl, 3-hydroxybutyl, 4-hydroxybutyl, 1, 2-dihydroxyethyl and the like.

In the compound represented by the above general formula (2), R is²¹、R²²、R²³、R²⁴、R²⁵、R²⁶、R²⁷、R²⁸、R²⁹、R³⁰、R³¹、R³²、R³³、R³⁴、R¹²¹、R¹²²、R¹²³、R¹²⁴、R¹²⁵、R¹²⁶、R¹²⁷、R¹²⁸、R¹²⁹、R¹³⁰、R¹³¹、R¹³²、R¹³³、R¹³⁴、R¹³⁶、R¹³⁷、R¹³⁸、R¹³⁹、R¹⁴⁰、R¹⁴¹、R¹⁴²、R¹⁴³And R¹⁴⁴、R¹⁴⁵、R¹⁴⁶、R¹⁴⁷、R¹⁴⁸And R¹⁴⁹Examples of the alkoxy group having 1 to 10 carbon atoms include methoxy, ethoxy, propoxy, isopropoxy, butoxy, sec-butoxy, tert-butoxy, isobutoxy, pentyloxy, isopentyloxy, tert-pentyloxy, hexyloxy, cyclohexyloxy, cyclohexylmethoxy, tetrahydrofuryloxy, tetrahydropyranyloxy, 2-methoxyethoxy, 3-methoxypropoxy, 4-methoxybutoxy, 2-butoxyoMethoxyethoxy, methoxyethoxyethoxy, methoxyethoxyethoxyethoxy, 3-methoxybutoxy, 2-methylthioethoxy, trifluoromethoxy and the like.

In the present disclosure, R is as defined above³⁵The compound is preferably a group selected from the above chemical formulae (A) to (C), and among them, a group selected from the above chemical formulae (A) or (B) is preferred. This is due to the fact that R is represented by the above³⁵With the above-described structure, the composition can obtain a cured product excellent in light absorption in a desired wavelength region.

In the compositions of the invention, R³⁵It is also possible to preferably use a group selected from the above-mentioned formulae (A) or (C). This is because the composition has excellent curing speed and adhesive strength.

In the composition of the present invention, R is R from the viewpoint of dispersion stability of the acid generator³⁵Preferred are groups of formula (C). On the other hand, from the viewpoint of further improving the curing rate and the adhesive strength, R is³⁵Preference is given to radicals of the formula (A).

In the composition of the present invention, the acid generator preferably contains R from the viewpoint of obtaining a cured product excellent in light absorption in a desired wavelength region and excellent in curing speed and adhesive strength³⁵Is both a compound of formula (A) and a compound of formula (C).

In the presence of an acid generator comprising R³⁵In the case of both being a compound of the formula (A) and being a compound of the formula (C), R³⁵The content of the compound represented by the formula (a) may be set to 10 parts by mass or more and 200 parts by mass or less, preferably 50 parts by mass or more and 200 parts by mass or less, and more preferably 80 parts by mass or more and 120 parts by mass or less, based on 100 parts by mass of the compound represented by the formula (C). This is because, when the content is in the above range, a cured product having excellent light absorption in a desired wavelength range can be obtained, and a composition having excellent curing speed and adhesive strength can be obtained. This is because the composition of the present invention is also excellent in moisture permeation resistance and the like.

R²¹、R²²、R²⁴、R²⁵、R²⁶、R²⁷、R²⁹、R³⁰、R³¹、R³²、R³³And R³⁴Preferably a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, and particularly preferably a hydrogen atom. This is because the composition can obtain a cured product having excellent light absorption in a desired wavelength range by using the functional group.

R²³And R²⁸Particularly, a hydrogen atom, a halogen atom, or an alkyl group having 1 to 10 carbon atoms is preferable, and a hydrogen atom or a halogen atom is particularly preferable. This is because the composition can obtain a cured product having excellent light absorption in a desired wavelength range by using the functional group.

R¹²¹、R¹²²、R¹²⁴、R¹²⁵、R¹²⁶、R¹²⁷、R¹²⁹、R¹³⁰、R¹³¹、R¹³²、R¹³³、R¹³⁴、R¹³⁷、R¹³⁸、R¹³⁹、R¹⁴⁰、R¹⁴¹、R¹⁴²、R¹⁴³、R¹⁴⁴、R¹⁴⁵、R¹⁴⁶、R¹⁴⁷、R¹⁴⁸And R¹⁴⁹Preferably a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, and particularly preferably a hydrogen atom. This is because the composition can obtain a cured product having excellent light absorption in a desired wavelength range by using the functional group.

R¹²³、R¹²⁸And R¹³⁶Preferably a hydrogen atom, a halogen atom, or an alkyl group having 1 to 10 carbon atoms, and among them, a hydrogen atom or a halogen atom is preferable. This is because the composition can obtain a cured product having excellent light absorption in a desired wavelength range by using the functional group.

In the compound represented by the above general formula (2), R is²¹、R²²、R²³、R²⁴、R²⁵、R²⁶、R²⁷、R²⁸、R²⁹、R³⁰、R³¹、R³²、R³³、R³⁴、R¹²¹、R¹²²、R¹²³、R¹²⁴、R¹²⁵、R¹²⁶、R¹²⁷、R¹²⁸、R¹²⁹、R¹³⁰、R¹³¹、R¹³²、R¹³³、R¹³⁴、R¹³⁶、R¹³⁷、R¹³⁸、R¹³⁹、R¹⁴⁰、R¹⁴¹、R¹⁴²、R¹⁴³And R¹⁴⁴、R¹⁴⁵、R¹⁴⁶、R¹⁴⁷、R¹⁴⁸And R¹⁴⁹Examples of the ester group having 2 to 10 carbon atoms include methoxycarbonyl, ethoxycarbonyl, isopropoxycarbonyl, phenoxycarbonyl, acetoxy, propionyloxy, butyryloxy, chloroacetyloxy, dichloroacetoxy, trichloroacetoxy, trifluoroacetyloxy, tert-butylcarbonyloxy, methoxyacetoxy, benzoyloxy and the like.

In the compound represented by the above general formula (2), An1 is used as the substituent^q1-Examples of the anion having a valence of q1 include tetrakis (pentafluorophenyl) borate [ (C)₆F₅)₄B]^-Tetrafluoroborate (BF)₄)^-Hexafluorophosphate (PF)₆)^-Hexafluoroantimonate (SbF)₆ ^-Hexafluoroarsenate (AsF)₆)^-Hexachloroantimonate (SbCl)₆)^-Tris (pentafluoromethyl) trifluorophosphate ion (FAP anion), perchlorate ion (ClO)₄)^-Trifluoromethyl sulfite ion (CF)₃SO₃)^-Fluorosulfonate ion (FSO)₃)^-Toluene sulfonic acid anion, trinitrobenzene sulfonic acid anion, camphor sulfonic acid salt, nonafluorobutane sulfonic acid salt, hexadecafluorooctane sulfonic acid salt, tetraarylborate, tetrakis (pentafluorophenyl) borate, etc.

(2) Thermal acid generator

The thermal acid generator is not particularly limited as long as it is a compound capable of generating an acid by heat, and any compound is not particularly limited, but preferably, an onium salt or double salt or a derivative thereof which releases a lewis acid by heat is preferable because a cured product obtained by curing the resin composition has good heat resistance.

As a representative example of the above-mentioned compounds, the compounds described in the above section of "(1) photoacid generator" (A) can be used]^m+[B]^m-Salts of the cations and anions shown.

Among the above thermal acid generators, preferred are sulfonium salts represented by the following general formula (12) or sulfonium salts represented by the general formula (13) in view of good curability of the resin and high heat resistance of the cured product.

[ chemical formula 22]

(in the formula, R²²¹And R²²²Each independently represents an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, wherein one or two or more hydrogen atoms of the alkyl group, the aromatic group and the arylalkyl group may be independently substituted with a hydroxyl group, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms, a nitro group, a sulfo group or a cyano group, and R is²²¹And R²²²The alkyl chain having 2 to 7 carbon atoms may form a ring structure,

R²²³and R²²⁴Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, a nitro group, a cyano group or a sulfo group, and one or more hydrogen atoms of the alkyl group, the aromatic group and the arylalkyl group may be independently substituted with a hydroxyl group, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, a nitro group, a sulfo group or a cyano group,

An^q’-an anion representing the valence q',

q 'represents 1 or 2 and q' represents a substituent,

p' represents a coefficient for keeping the charge neutral. )

[ chemical formula 23]

(in the formula, R²²⁵Represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, a hydroxyl group, a nitro group, a sulfo group and a cyano group, and one or two or more hydrogen atoms of the alkyl group, the aromatic group and the arylalkyl group may be independently substituted with a hydroxyl group, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, a nitro group, a sulfo group or a cyano group,

R²²⁶represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms or an arylalkyl group having 7 to 30 carbon atoms, wherein one or two or more hydrogen atoms of the alkyl group, the aromatic group and the arylalkyl group may be independently substituted with a hydroxyl group, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic group having 6 to 20 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, a nitro group, a sulfo group or a cyano group,

R²²⁷an alkyl group having 1 to 10 carbon atoms wherein a methylene group constituting the alkyl group is substituted with a group represented by-O-or S-,

An^q”-an anion representing the valence q',

q "represents 1 or 2 and q" represents a substituent,

p "represents a coefficient for keeping the charge neutral. )

In the compounds represented by the above general formulae (12) and (13), R is²²³、R²²⁴And R²²⁵Halogen atoms and optionally substituted R²²¹、R²²²、R²²³、R²²⁴、R²²⁵、R²²⁶And R²²⁷Halogen atom of one or more hydrogen atoms of the group represented, and R²²¹、R²²²、R²²³、R²²⁴、R²²⁵、R²²⁶And R²²⁷An alkyl group having 1 to 10 carbon atoms and optionallySubstituted R²²¹、R²²²、R²²³、R²²⁴、R²²⁵、R²²⁶And R²²⁷The alkyl group having 1 to 10 carbon atoms of one or more hydrogen atoms of the group represented by (1) can be defined as R in the general formula (2) described in the above section of "(1) photoacid generator²¹The same applies to the halogen atom and the alkyl group.

As R²²¹、R²²²、R²²³、R²²⁴、R²²⁵、R²²⁶An aromatic group having 6 to 20 carbon atoms and optionally a substituent R²²¹、R²²²、R²²³、R²²⁴、R²²⁵、R²²⁶Examples of the aromatic group having 6 to 20 carbon atoms in one or more hydrogen atoms of the group include a phenyl group, a naphthyl group, and an anthracenyl group.

As R²²¹、R²²²、R²²³、R²²⁴、R²²⁵、R²²⁶An arylalkyl group having 7 to 30 carbon atoms and optionally substituted R²²¹、R²²²、R²²³、R²²⁴、R²²⁵、R²²⁶As the arylalkyl group having 7 to 30 carbon atoms of one or more hydrogen atoms in the group, an arylalkyl group having a combination of the above-described alkyl group having 1 to 10 carbon atoms and an aromatic group having 6 to 20 carbon atoms can be used.

P' An in the above general formulae (12) and (13)^q’-And p' An^q”-The q 'or q' valent anion is not limited to methanesulfonic acid anion, dodecylsulfonic acid anion, benzenesulfonic acid anion, toluenesulfonic acid anion, trifluoromethanesulfonic acid anion, naphthalenesulfonic acid anion, diphenylamine-4-sulfonic acid anion, 2-amino-4-methyl-5-chlorobenzenesulfonic acid anion, 2-amino-5-nitrobenzenesulfonic acid anion, Japanese patent application laid-open No. 10-235999, Japanese patent application laid-open No. 10-337959, Japanese patent application laid-open No. 11-102088, Japanese patent application laid-open No. 2000-108510, Japanese patent application laid-open No. 2000-168233, Japanese patent application laid-open No. 2001-209969, Japanese patent application laid-open No. 2001-322354, Japanese patent application laid-open No. 2006-248180Examples of the organic sulfonic acid anion such as the sulfonic acid anion described in JP 2006-297907, JP 8-253705, JP 2004-503379, JP 2005-336150, and International publication 2006/28006 include chloride ion, bromide ion, iodide ion, fluoride ion, chlorate ion, thiocyanate ion, perchlorate ion, hexafluorophosphate ion, hexafluoroantimonate ion, tetrafluoroborate ion, octylphosphate ion, dodecylphosphate ion, octadecylphosphate ion, phenylphosphate ion, nonylphenylphosphate ion, tris (pentafluoromethyl) trifluorophosphate ion (FAP anion), 2' -methylenebis (4, 6-di-t-butylphenyl) phosphonate ion, Tetrakis (pentafluorophenyl) borate, a quencher anion having a (quenching) function of deactivating an active molecule in an excited state, or an anion of a metallocene compound such as ferrocene, ruthenocene, or the like having an anionic group such as a carboxyl group, a phosphonic acid group, or a sulfonic acid group on a cyclopentadienyl ring. Among them, from the viewpoint of high heat resistance, hexafluorophosphate ion, hexafluoroantimonate ion and tetrakis (pentafluorophenyl) borate ion are preferable.

The range of the temperature at which the thermal acid generator can generate an acid by heat and cure the composition is not particularly limited, but is preferably 50 ℃ to 250 ℃, more preferably 100 ℃ to 220 ℃, further preferably 130 ℃ to 200 ℃, and further preferably 150 ℃ to 180 ℃ in view of obtaining a cured product having suitable heat resistance and excellent thermal stability in the process. This is because the cured product of the composition can be easily formed.

Further, examples of commercially available products that can be suitably used as a thermal acid generator for use in the composition of the present disclosure include San-Aid SI-B2A, San-Aid SI-B3A, San-Aid SI-B3, San-Aid SI-B4, San-Aid SI-60, San-Aid SI-80, San-Aid SI-100, San-Aid SI-110, San-Aid SI-150 (manufactured by the above-mentioned three chemical industries, Ltd.), ADEKA OPTON CP-66, and ADEKA OPTON CP-77 (manufactured by the above-mentioned ADEKA). These may be used alone or in combination of two or more.

4. Other ingredients

The composition contains a dye, a cationically polymerizable component and an acid generator, but may contain a solvent and other components as necessary.

As the solvent, an organic solvent (hereinafter, may be simply referred to as a solvent) or water may be used.

As the other components, various additives can be cited.

The solvent and various additives can be set as described in International publication No. 2017/098996 and the like.

As the solvent and the solvent containing water, a solvent which is liquid at 25 ℃ and can be dried and removed when the composition is used to form a cured product is generally used.

The composition is a composition containing the cationic polymerizable component as a resin component, but may contain a resin component other than the cationic polymerizable component (hereinafter, may be referred to as another resin component) as needed.

Examples of the other resin component include a compound capable of being polycondensed and a polycondensate thereof.

Examples of the condensation polymerizable compound include a radical polymerizable compound. Further, the monomer components constituting the polycondensate described later may be mentioned.

The radical polymerizable compound is a compound having a radical polymerizable group.

The radical polymerizable group may be any group that can be polymerized by a radical, and examples thereof include an ethylenically unsaturated group such as an acryloyl group, a methacryloyl group, and a vinyl group.

The radical polymerizable compound may be a compound having 1 or more radical polymerizable groups, and a monofunctional compound having 1 radical polymerizable group or a polyfunctional compound having 2 or more radical polymerizable groups may be used.

As the radical polymerizable compound, a compound having an acid value, a compound having no acid value, or the like can be used.

Examples of the compound having an acid value include an acrylate compound having a carboxyl group such as methacrylic acid and acrylic acid, and a methacrylate compound.

Examples of the compound having no acid value include acrylate compounds and methacrylate compounds having no carboxyl group and the like, such as urethane acrylate resin, urethane methacrylate resin, epoxy acrylate resin, epoxy methacrylate resin, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate and the like.

The radical polymerizable compounds may be used alone or in combination of two or more. For example, the radical polymerizable compound may be used in combination with a compound having an ethylenically unsaturated group and an acid value and a compound having an ethylenically unsaturated group and no acid value.

When two or more kinds of radical polymerizable compounds are mixed and used, they may be copolymerized in advance to prepare a copolymer and used.

More specifically, the radical polymerizable compound described in Japanese patent laid-open publication No. 2016-176009, and the like can be mentioned as such a radical polymerizable compound.

In the present disclosure, it is preferable that the content of the radical polymerizable compound is small from the viewpoint of forming a cured product having excellent light absorption in a desired wavelength range.

The content of the radical polymerizable compound is preferably 10 parts by mass or less, particularly preferably 5 parts by mass or less, particularly preferably 1 part by mass or less, particularly preferably 0.5 part by mass or less, particularly preferably 0 part by mass, in 100 parts by mass of the solid content of the composition, that is, the composition does not contain a radical polymerizable compound.

The polycondensate may be an oligomer or a polymer containing 2 or more repeating units.

Examples of the condensation polymer include thermoplastic resins such as polyolefin resins, styrene resins, polyester resins, polyether resins, polycarbonate resins, polyamide resins, and halogen-containing resins.

Such a polycondensate may be, for example, the same as the polycondensate described in international publication No. 2017/150662 as a thermoplastic resin.

Examples of the other components include a sensitizer.

As such a sensitizer, for example, an anthracene-based compound, a naphthalene-based compound, a carbazole derivative, and a benzocarbazole derivative can be preferably used, and among them, a carbazole derivative and a benzocarbazole derivative can be preferably used, and a benzocarbazole derivative can be particularly preferably used. This is because the use of the sensitizer can improve curability and the like without inhibiting the effect of obtaining a cured product excellent in light absorption in a desired wavelength region. This is because bleeding of the dye can be effectively suppressed, and the effect of obtaining a cured product excellent in light absorption in a desired wavelength region can be more effectively exhibited. This is because the composition is also more excellent in moisture permeation resistance and the like.

The anthracene compound may be any compound having an anthracene structure, and examples thereof include compounds represented by the following formula (IIIa).

[ chemical formula 23A ]

(in the formula, R²⁰¹And R²⁰²Each independently represents an alkyl group having 1 to 6 carbon atoms or an alkoxyalkyl group having 2 to 12 carbon atoms, R²⁰³Represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. )

As R²⁰¹、R²⁰²And R²⁰³As the alkyl group having 1 to 6 carbon atoms, R in the above general formula (1) can be used¹And the alkyl group having 1 to 30 carbon atoms satisfying a predetermined carbon number.

As R²⁰¹And R²⁰²The alkoxyalkyl group having 2 to 12 carbon atoms represented by the formula (1) can be R¹And the alkoxy group having a predetermined carbon number among the alkoxy groups having 1 to 30 carbon atoms used in the above-mentioned methods.

In this disclosure, R²⁰¹And R²⁰²Preferably an alkyl group having 2 to 5 carbon atoms. This is because the composition has excellent curability by the use of the above group. This is because the composition is also excellent in moisture permeation resistance and the like.

In the present invention, R²⁰³Preferably a hydrogen atom.

The naphthalene-based compound may be any compound having a naphthalene structure, and examples thereof include compounds represented by the following formula (IIIb).

[ chemical formula 23B ]

(in the formula, R²⁰⁴And R²⁰⁵Each independently represents an alkyl group having 1 to 6 carbon atoms. )

As R²⁰⁴And R²⁰⁵As the alkyl group having 1 to 6 carbon atoms, R in the above general formula (1) can be used¹And alkyl groups having 1 to 30 carbon atoms satisfying a predetermined carbon number.

In the present invention, R²⁰⁴And R²⁰⁵Particularly preferably an alkyl group having 1 to 3 carbon atoms. This is because the composition has excellent curability by the use of the above group. This is because the composition is also excellent in moisture permeation resistance and the like.

The carbazole derivative may be any compound having a carbazole structure, and examples thereof include compounds represented by the following general formula (VI).

[ chemical formula 23C ]

(in the formula, R^226aRepresents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a vinyl group or an aryl group having 6 to 20 carbon atoms, R^227a、R^228a、R^229a、R^230a、R^231a、R^232a、R^233aAnd R^234aEach independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group. )

As R^226a、R^227a、R^228a、R^229a、R^230a、R^231a、R^232a、R^233aAnd R^234aExamples of the C1-10 alkyl group and C6-20 aryl group include those represented by the above general formula (1)¹And a group having a predetermined number of carbon atoms among the alkyl group having 1 to 30 carbon atoms and the aryl group having 6 to 30 carbon atoms. As R^227a、R^228a、R^229a、R^230a、R^231a、R^232a、R^233aAnd R^234aExamples of the halogen atom include R in the above general formula (1)¹And the like are the same halogen atoms.

In the present invention, R^226aPreferably an alkyl group having 1 to 10 carbon atoms. This is because the composition has excellent curability.

In this disclosure, R^227a、R^228a、R^229a、R^230a、R^231a、R^232a、R^233aAnd R^234aPreferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and particularly preferably a hydrogen atom. This is because the composition has excellent curability.

The benzocarbazole derivative may be any compound having a benzocarbazole structure, and examples thereof include compounds represented by the following general formulae (VII-1) to (VII-3).

In the present disclosure, the benzocarbazole derivative is particularly preferably a compound represented by the general formula (VII-1). This is because the composition has excellent curability.

[ chemical formula 23D ]

(in the formula, R²³⁵Represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a vinyl group or an aryl group having 6 to 20 carbon atoms, R²³⁶、R²³⁷、R²³⁸、R²³⁹、R²⁴⁰、R²⁴¹、R²⁴²、R²⁴³、R²⁴⁴And R²⁴⁵Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group. )

[ chemical formula 23E ]

(in the formula, R²⁴⁶Represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a vinyl group or an aryl group having 6 to 20 carbon atoms, R²⁴⁷、R²⁴⁸、R²⁴⁹、R²⁵⁰、R²⁵¹、R²⁵²、R²⁵³、R²⁵⁴、R²⁵⁵And R²⁵⁶Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a cyano group, a hydroxyl group or a carboxyl group. )

[ chemical formula 23F ]

(in the formula, R²⁵⁷Represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a vinyl group or an aryl group having 6 to 20 carbon atoms, R²⁵⁸、R²⁵⁹、R²⁶⁰、R²⁶¹、R²⁶²、R²⁶³、R²⁶⁴、R²⁶⁵、R²⁶⁶And R²⁶⁷Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group. )

As R²³⁵、R²³⁶、R²³⁷、R²³⁸、R²³⁹、R²⁴⁰、R²⁴¹、R²⁴²、R²⁴³、R²⁴⁴、R²⁴⁵、R²⁴⁶、R²⁴⁷、R²⁴⁸、R²⁴⁹、R²⁵⁰、R²⁵¹、R²⁵²、R²⁵³、R²⁵⁴、R²⁵⁵、R²⁵⁶、R²⁵⁷、R²⁵⁸、R²⁵⁹、R²⁶⁰、R²⁶¹、R²⁶²、R²⁶³、R²⁶⁴、R²⁶⁵、R²⁶⁶And R²⁶⁷As the halogen atom, the alkyl group having 1 to 10 carbon atoms, and the aryl group having 6 to 20 carbon atoms, R in the above general formula (1) can be used¹And a group having a predetermined carbon number among the halogen atom, the alkyl group having 1 to 30 carbon atoms, and the aryl group having 6 to 30 carbon atoms represented by the above formula.

In the present disclosure, in the benzocarbazole derivatives represented by the formulae (VII-1) to (VII-3), R is a group bonded to the nitrogen atom of the benzocarbazole ring²³⁵、R²⁴⁶And R²⁵⁷Preferably an alkyl group having 1 to 10 carbon atoms, and particularly preferably a branched alkyl group having 3 to 10 carbon atoms. This is because the composition has excellent curability.

In the present invention, R is as defined above²³⁶、R²³⁷、R²³⁸、R²³⁹、R²⁴⁰、R²⁴¹、R²⁴²、R²⁴³、R²⁴⁴、R²⁴⁵、R²⁴⁷、R²⁴⁸、R²⁴⁹、R²⁵⁰、R²⁵¹、R²⁵²、R²⁵³、R²⁵⁴、R²⁵⁵、R²⁵⁶、R²⁵⁸、R²⁵⁹、R²⁶⁰、R²⁶¹、R²⁶²、R²⁶³、R²⁶⁴、R²⁶⁵、R²⁶⁶And R²⁶⁷Preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and particularly preferably a hydrogen atom. This is because the composition has excellent curability because the group is the group or the atom.

The content of the sensitizer may be any content as long as it can promote polymerization of the cationic polymerizable components, and for example, may be set to 0.01 to 6 parts by mass, preferably 0.1 to 3 parts by mass, and particularly preferably 0.5 to 2 parts by mass, based on 100 parts by mass of the solid content of the composition, singly or in combination. This is because the composition has excellent curability.

The ratio of the sensitizer to the cationically polymerizable compound is not particularly limited, and may be used in a generally usual ratio within a range not to impair the object of the present invention.

The content of the sensitizer is, for example, preferably 1 part by mass or more and 200 parts by mass or less, preferably 5 parts by mass or more and 100 parts by mass or less, preferably 10 parts by mass or more and 50 parts by mass or less, and preferably 15 parts by mass or more and 30 parts by mass or less, with respect to 100 parts by mass of the acid generator. This is because when the above-mentioned proportion is in the above-mentioned range, a composition having excellent curability is obtained.

5. Composition comprising a metal oxide and a metal oxide

From the viewpoint of obtaining a cured product excellent in light absorption in a desired wavelength region, the absolute value of the difference in minimum transmittance between before and after curing is preferably small. This is because a cured product having a small absolute value of the difference can form a cured product having excellent light absorption in a desired wavelength range.

The contents of the coloring matter, the cationically polymerizable component and the acid generator may be combined with the contents described in the items "1. coloring matter", "2. cationically polymerizable component" and "3. acid generator", respectively.

The composition may be, for example, a composition in which the content of the coloring matter is 0.01 to 10 parts by mass in 100 parts by mass of the solid content of the composition, the content of the cationically polymerizable component is 50 parts by mass or more in 100 parts by mass of the solid content of the composition, and the content of the acid generator is 0.01 to 10 parts by mass or less in 100 parts by mass of the solid content of the composition. By combining the above components in the above-mentioned combination, a cured product having excellent light absorption in a desired wavelength range can be easily obtained from the composition.

The method for producing the composition is not particularly limited as long as it is a method capable of forming a composition containing the above components in desired amounts, and a method using a known mixing means can be exemplified.

The curing method of the composition is appropriately set according to the kind of the acid generator.

As the curing method, in the case where the acid generator is a photoacid generator, a method of irradiating the composition with an energy ray such as an ultraviolet ray can be used.

In the case where the acid generator is a photoacid generator, the composition can be cured to a dry-to-the-touch state or a solvent-insoluble state after irradiation with energy rays, usually from 0.1 second to several minutes.

The energy ray and the exposure time to the energy ray may be set to the same values as those described in international publication No. 2013/172145 and the like.

In the case where the acid generator is a thermal acid generator, the above-mentioned curing method may use a method of heat-treating the composition.

The heating method, heating condition, curing time and the like of the composition can be set to the same ones as those described in International publication No. 2015/240123 and the like.

Specific applications of the composition of the present disclosure include optical filters, paints, coating agents, lining agents, adhesives, printing plates, insulating varnishes, insulating sheets, laminated plates, printed circuit boards, sealants for semiconductor devices, LED packages, liquid crystal injection ports, organic Electroluminescence (EL) packages, optical elements, electrical insulators, electronic parts, separating films, molding materials, putties, glass fiber impregnants, caulking agents, passivation films for semiconductors and solar cells, interlayer insulating films, protective films, printed circuit boards, color televisions, PC monitors, portable information terminals, color filters for CCD image sensors, electrode materials for plasma display panels, printing inks, dental compositions, resins for optical modeling, both liquid and dry films, micromechanical parts, coating of glass fiber cables, and the like, Various uses of materials for holographic recording.

The optical filter can be set to an optical filter that requires a change in the spectral shape of light transmitted through the optical filter, and can be used for applications such as image display devices, e.g., Liquid Crystal Displays (LCDs), Plasma Display Panels (PDPs), electroluminescent displays (ELDs), cathode ray tube display devices (CRTs), CCD image sensors, CMOS sensors, fluorescent display tubes, field emission displays, analytical devices, semiconductor device manufacturing, astronomical observation, optical communications, spectacle lenses, windows, and the like.

In the present disclosure, the composition is preferably used for an optical filter, particularly preferably used for an image display device, particularly preferably used for a color adjusting filter of an image display device in which overlapping between two types of color-developed visible light is reduced, and particularly preferably used for a color adjusting filter of an image display device arranged so that both types of color-developed light are transmitted in a plan view.

This is because the above-described use can more effectively produce an effect of manufacturing an optical filter having excellent light absorption in a desired wavelength region.

In the above-described application, when the pigment has a maximum absorption wavelength at 450nm or more and less than 550nm, the color adjusting filter is preferably used for a color adjusting filter of an image display device having blue light and green light, and particularly preferably used for a color adjusting filter of an image display device arranged so as to overlap with a blue pixel and a green pixel in a plan view and transmit both of the blue light and the green light.

The above-described application is also preferably applied to a color adjustment filter of an image display device disposed so as to overlap with a blue pixel or a green pixel.

This is because the above-described use can more effectively produce an optical filter having excellent light absorption in a desired wavelength range.

Further, as the use of the composition, there can be mentioned a use in which flexibility is required.

Specifically, the composition can be preferably used for an optical filter for a flexible image display device or the like.

B. Cured product

Next, the cured product of the present disclosure will be described.

The cured product of the present disclosure is characterized by being a cured product of the composition described above.

According to the present disclosure, the cured product obtained by curing the composition can be used as, for example, an optical filter having excellent light absorption in a desired wavelength range.

The cured product of the present disclosure is a cured product using the above composition.

Hereinafter, the cured product of the present disclosure will be described in detail.

The composition may be the same as that described in the section "a composition".

The cured product is usually a cured product of a polymer containing a cationically polymerizable component.

The content of the polymer of the cationic polymerizable component may be set to be the same as the content of the cationic polymerizable component described in the section "a.

The remaining amount of the cationically polymerizable component contained in the cured product is appropriately set according to the use of the cured product, and for example, may be set to 10 parts by mass or less, and preferably 1 part by mass or less, based on 100 parts by mass of the total of the cationically polymerizable component and the polymer contained in the cured product. This is because the cured product has excellent adhesion and the like, and further has excellent strength and the like.

The shape, thickness, and the like of the cured product in a plan view can be appropriately set according to the use of the cured product and the like.

The thickness may be set to, for example, 0.05 μm or more and 300 μm or less.

The method for producing the cured product is not particularly limited as long as the cured product of the composition can be formed into a desired shape.

The production method can be set to the same as that described in the section "method for producing a cured product" described later, for example, and therefore, the description thereof is omitted here.

The use of the cured product can be set to the same contents as those described in the section "a composition".

C. Optical filter

Next, the optical filter of the present disclosure will be explained.

The optical filter of the present disclosure is characterized by having a light absorbing layer comprising the cured product.

According to the present disclosure, the light absorbing layer contains the cured product, and thus an optical filter having excellent color reproducibility of an image display device is provided.

The optical filter of the present disclosure is an optical filter having the light absorbing layer described above.

Hereinafter, the light absorbing layer included in the optical filter of the present disclosure will be described in detail.

1. Light absorbing layer

The light absorbing layer is a light absorbing layer containing the cured product.

The content of the cured product in the light absorbing layer is usually 100 parts by mass based on 100 parts by mass of the light absorbing layer. That is, the light absorbing layer may be formed of the cured product.

The cured product can be set to the same contents as described in the section "b.

The shape, area, thickness, and the like of the light absorbing layer can be appropriately set according to the use of the optical filter, and the like.

As the method for forming the light absorbing layer, any known method for forming a coating film may be used as long as the light absorbing layer can be formed in a desired shape and thickness. The formation method can be set to the same one as described in the section "d. method for producing cured product" described later, for example.

2. Optical filter

The optical filter may include only the light absorbing layer, or may include other layers other than the light absorbing layer.

Examples of the other layers include a transparent support, an undercoat layer, an antireflection layer, a hard coat layer, a lubricating layer, and an adhesive layer.

The contents of the layers and the methods for forming the layers can be set to those of the layers generally used in optical filters, and can be set to the same contents as those described in, for example, japanese patent application laid-open publication No. 2011-144280 and international publication No. 2016/158639.

The light absorbing layer may be used as an adhesive layer for bonding the transparent support and any of the layers.

In this case, the optical filter may be provided with a known separator such as a polyethylene terephthalate film which is easily adhered to the surface of the light absorbing layer as the adhesive layer.

When the optical filter is used for an image display device, the optical filter may be generally disposed on the front surface of a display. For example, there is no problem even if the optical filter is directly attached to the surface of the display, and in the case where a front panel or an electromagnetic wave shield is provided in front of the display, the optical filter may be attached to the front panel or the front side (outer side) or the back side (display side) of the electromagnetic wave shield.

The optical filter may be used as each member included in the image display device, for example, an optical member such as a color filter or a polarizing plate.

The optical filter may be directly laminated on each member included in the image display device.

D. Method for producing cured product

Next, a method for producing a cured product of the present disclosure will be described.

The method for producing a cured product of the present disclosure is characterized by comprising a step of curing the composition.

The method for producing a cured product of the present disclosure includes the step of curing.

Hereinafter, each step of the method for producing a cured product of the present disclosure will be described in detail.

The composition may be the same as that described in the item "a composition", and therefore, the description thereof is omitted here.

1. Procedure of curing

The curing step is a step of curing the composition.

The curing method of the composition may be appropriately set depending on the kind of the initiator such as an acid generator contained in the composition.

As such a curing method, for example, in the case where the composition is a composition which can obtain a polymer of a polymerizable compound by light irradiation as an initiator such as a photoacid generator or a photoradical initiator, a method of irradiating the composition with an energy ray such as an ultraviolet ray can be used.

In addition, in the case where the composition is a composition which can obtain a polymer of a polymerizable compound by heat treatment as an initiator such as a thermal acid generator, a thermal radical initiator, or the like, the above curing method may use a method of heat treatment of the composition.

The energy ray irradiation, heat treatment, and the like can be set to the same contents as those described in the above "a composition".

2. Other procedures

The above-described manufacturing method may have other steps as necessary.

Examples of such a step include a step of applying the composition before a step of curing the composition.

As a method for coating the composition, known methods such as a spin coater, a roll coater, a bar coater, a die coater, a curtain coater, various printing, dipping, and the like can be used.

The base material may be appropriately set according to the use of the cured product, and examples thereof include base materials containing soda glass, quartz glass, semiconductor substrates, metals, paper, plastics, and the like.

The cured product may be used by being peeled from a substrate after being formed on the substrate, or may be used by being transferred from the substrate to another adherend.

3. Cured product

The cured product produced by the production method of the present disclosure, the use thereof, and the like can be set to the same contents as those described in the above "c.

E. Others

1. A composition comprising a pigment, a cationically polymerizable component and an acid generator.

2. The composition according to claim 1, wherein the dye is a pyrromethene-based dye or a cyanine-based dye.

3. The composition according to claim 2, wherein the pyrromethene-based dye is a compound represented by the general formula (101), and the cyanine-based dye is a compound represented by the general formula (102).

4. The composition according to any one of claims 1 to 3, wherein the dye has a maximum absorption wavelength at 450nm or more and less than 550 nm.

5. The composition according to any one of claims 1 to 4, wherein the coloring matter is contained in an amount of 0.01 to 10 parts by mass per 100 parts by mass of the solid content of the composition, the cationically polymerizable component is contained in an amount of 50 parts by mass per 100 parts by mass of the solid content of the composition, and the acid generator is contained in an amount of 0.01 to 10 parts by mass per 100 parts by mass of the solid content of the composition.

6. The composition according to any one of claims 1 to 5, wherein the acid generator comprises a photoacid generator represented by the general formula (2).

7. The composition according to any one of claims 1 to 6, wherein the cationically polymerizable component contains at least one selected from an epoxy compound and an oxetane compound.

8. The composition according to any one of 1 to 7, wherein the composition is used for an optical filter.

9. A cured product of the composition according to any one of claims 1 to 8.

10. An optical filter comprising a light-absorbing layer comprising the cured product of 9.

11. A method for producing a cured product, comprising a step of curing the composition of any one of claims 1 to 8.

The present disclosure is not limited to the above embodiments. The above-described embodiments are illustrative, and any embodiment having substantially the same configuration as the technical idea described in the claims of the present disclosure and exhibiting the same operational effects is included in the technical scope of the present disclosure.

Examples

The present disclosure will be described in more detail below with reference to examples and the like, but the present disclosure is not limited to these examples.

Production examples 1 to 2

Compounds represented by the following formulae (C-1) and (C-2) are obtained by a process for producing a dipyrromethene compound described in Japanese patent application laid-open No. 2006-189751.

The molecular weight of the target substance was confirmed by mass analysis.

Production examples 3 to 4

The compounds represented by the following formulae (C-3) and (C-4) can be obtained by the method for producing a cyanine compound described in Japanese patent No. 6305331.

Production examples 5 to 6

Compounds represented by the following formulae (C-5) and (C-6) are obtained by the method for producing an azaporphyrin-based compound described in Japanese patent application laid-open No. 2006-189751.

[ chemical formula 24]

[ chemical formula 24A ]

Examples 1 to 13 and comparative examples 1 to 4

According to the formulations shown in tables 1 to 2 below, a cationic polymerizable component, an acid generator, a dye, a radical polymerizable compound, a photo radical initiator, a solvent and an additive were mixed, and then the mixture was passed through a 5 μm membrane filter to remove insoluble components, thereby obtaining a composition.

The following materials were used for the respective components.

The amounts to be blended in the table represent parts by mass of the respective components.

[ examples 14 to 18]

According to the formulation shown in Table 3 below, a cationic polymerizable component, an acid generator, a dye, a radical polymerizable compound, a photo radical initiator, a solvent and an additive were mixed, and then the mixture was passed through a 5 μm membrane filter to remove insoluble components, thereby obtaining a composition.

The following materials were used for the respective components.

(cationic polymerizable component)

A1-1: aliphatic epoxy compound, glycidyl ether compound, and low molecular weight compound (ED-523T, manufactured by ADEKA Co., Ltd., represented by general formula (5-4)), and Y⁶Compounds which are branched alkylene groups)

A1-2: aliphatic epoxy compound, glycidyl ether compound, and low molecular weight compound (ED-506 manufactured by ADEKA, represented by general formula (5-4); Y)⁶Compounds which are branched alkylene groups)

A1-3: aromatic epoxy compound, glycidyl ether compound, and low molecular weight compound (EP-4100E manufactured by ADEKA Co., Ltd., bisphenol A type epoxy compound)

A1-4: aromatic epoxy compound, glycidyl ether compound, and low molecular weight compound (EP-4901, manufactured by ADEKA Co., Ltd.)

A1-5: aromatic epoxy compound, glycidyl ether compound, and low molecular weight compound (EP-4000 manufactured by ADEKA Co., Ltd.)

A1-6: alicyclic epoxy compound, glycidyl ether type compound, and low molecular weight compound (EP-4080E, manufactured by ADEKA Co., Ltd., hydrogenated bisphenol A type epoxy compound)

A1-7: alicyclic epoxy compound having an epoxycyclohexane structure, and low molecular weight compound (CELLOXIDE 2021P manufactured by Daicel Corporation, represented by general formula (5-1); X⁵A compound having a group formed by connecting an alkylene group and an ester bond)

A1-8: alicyclic epoxy compound, high molecular weight compound (EHPE-3150 manufactured by Daicel Corporation, 1, 2-epoxy-4- (2-oxiranyl) cyclohexane adduct of 2, 2-bis (hydroxymethyl) -1-butanol, alicyclic epoxy compound A)

A1-9: oxetane compound, Low molecular weight Compound (OXT-211, manufactured by Toyo Synthesis Co., Ltd.)

(radical polymerizable Compound)

A2-1: radical polymerizable Compound (KAYARAD DPHA (mixture of dipentaerythritol penta-and hexa-acrylate) manufactured by Nippon Kagaku Co., Ltd.)

(thermoplastic resin)

A3-1: thermoplastic resin (methacrylic resin, SUMIPEX LG manufactured by Sumitomo chemical Co., Ltd.)

(acid generator)

B1-1: a photoacid generator, an aromatic sulfonium salt (a compound represented by the following formula (B1-1))

B1-2: a photoacid generator, an aromatic sulfonium salt (a compound represented by the following formula (B1-2))

B1-3: a photoacid generator, an aromatic sulfonium salt (a compound represented by the following formula (B1-3))

B1-4: a photoacid generator, an aromatic sulfonium salt (a compound represented by the following formula (B1-4))

B1-5: photoacid generators and aromatic sulfonium salts (CPI-100P, San-Apro Ltd.)

B1-6: thermal acid generator, aromatic sulfonium salt (SI-110, Sanxin chemical industry Co., Ltd.)

B1-7: photoacid generators and aromatic sulfonium salts (Compounds represented by the following formula (B1-7))

[ chemical formula 25]

[ chemical formula 25A ]

(free radical initiator)

B2-1: photo-radical initiator (1-hydroxy-cyclohexyl-phenyl-ketone (IRGACURE 184))

(pigments)

C-1: pyrromethene-based dye, Compound represented by general formula (101) (Compound represented by formula (C-1) prepared in preparation example 1, having maximum absorption wavelength of 496nm (in chloroform))

C-2: pyrromethene-based dye, Compound represented by general formula (101) (Compound represented by formula (C-2) prepared in preparation example 2, maximum absorption wavelength 486nm to 490nm (in ethanol))

C-3: cyanine dye, Compound represented by general formula (102) (Compound represented by formula (C-3) prepared in preparation example 3, having maximum absorption wavelength of 493nm (in chloroform))

C-4: cyanine dye, Compound represented by general formula (102) (Compound represented by formula (C-4) prepared in preparation example 3, maximum absorption wavelength of 478nm (in chloroform))

C-5: tetraazaporphyrin-based pigment, compound represented by general formula (1) (compound represented by formula (C-5) prepared in preparation example 5, having a maximum absorption wavelength of 591nm (in chloroform))

C-6: porphyrazine-based dye and Compound represented by general formula (1) (Compound represented by formula (C-6) prepared in preparation example 6, maximum absorption wavelength 594nm (in chloroform))

(additives)

D-1: flatting agent (Dow Corning Toray Co., SH-29PPaint adotive made by Ltd.)

D-2: surfactant (BYK-333 manufactured by BYK-Chemie Co., Ltd.)

D-3: antioxidant (AO-60 manufactured by ADEKA Co., Ltd.)

D-4: antioxidant (AO-20 manufactured by ADEKA Co., Ltd.)

D-5: sensitizer (Compound represented by the following formula (D-5))

D-6: sensitizer (Compound represented by the following formula (D-6))

D-7: sensitizer (Compound represented by the following formula (D-7))

[ chemical formula 25B ]

(solvent)

E-1: methyl Ethyl Ketone (MEK)

E-2: diacetone alcohol

E-3: propylene glycol monomethyl ether (PGM)

[ evaluation ]

The various measurements were carried out according to the following methods.

Evaluation 1 minimum transmittance and maximum absorption wavelength of the composition and cured product thereof

Using the compositions of examples and comparative examples, a sample for evaluation before curing and a sample for evaluation after curing were prepared by the following methods, and the transmission spectrum was measured using a heliograph visible ultraviolet absorptiometer V-670, and the minimum transmittance in the range of 380nm to 780nm inclusive and the wavelength (maximum absorption wavelength) at that time were obtained. The results are shown in tables 1 to 3 below.

In comparative examples 3 to 4, since the composition was not a curable composition, only the measurement results of the evaluation sample before curing were shown.

In addition, when two or more kinds of pigments are included as the pigments, the maximum absorption wavelength of the pigment having the maximum absorption wavelength at which the display wavelength is the shortest is shown. For example, in example 14, which includes two kinds of pigments, pigment C-1 and pigment C-5, the maximum absorption wavelength obtained based on the pigment C-1 having a short maximum absorption wavelength is shown in the table.

(method of preparing evaluation sample before curing)

(1) The above composition was coated on a substrate (toyoyo spun PET film a9300, 100 μm) by a bar coating method.

The thickness of the coating film was adjusted so that the transmittance at the maximum absorption wavelength of the evaluation sample before curing was 6% or less.

(2) Subsequently, the coating film was dried at 80 ℃ for 5 minutes in an oven to remove the solvent, thereby obtaining a sample for evaluation before curing.

(method of preparing sample for evaluation after curing)

(1) The following curing treatment was performed on the evaluation samples before curing in each of the examples and comparative examples to obtain evaluation samples after curing.

(3-1) in examples 1 to 12, examples 14 to 18 and comparative examples 1 to 2, the dried coating film was irradiated with 700mJ/cm of high pressure mercury lamp²The sample was cured with ultraviolet rays to obtain a sample for evaluation.

(3-2) in example 13, the coating film after the drying treatment was cured by heating in an oven at 100 ℃ for 20 minutes to obtain a sample for evaluation.

Evaluation 2 Absolute value of difference between minimum transmittance of cured product and minimum transmittance of composition

The compositions of examples 1 to 12, 14 to 18 and comparative examples 1 to 2 were used to measure the minimum transmittances of the evaluation samples before curing and the evaluation samples after curing by the following methods, and the absolute values of the differences were measured.

In addition, as for the absolute value of the difference in the minimum transmittances, in the case where two or more kinds of dyes are contained as the dyes as described in "evaluation 1, minimum transmittance and maximum absorption wavelength of the composition and cured product thereof", the difference in transmittance at the maximum absorption wavelength of the dye having the shortest maximum absorption wavelength was measured. For example, in example 14 containing two kinds of pigments, pigment C-1 and pigment C-5, the difference in transmittance at 497nm, which is the maximum absorption wavelength obtained by measuring pigment C-1 having a short maximum absorption wavelength, is shown in the table.

Further, the exposure amount for curing was 700mJ/cm²And 3000mJ/cm²Two levels of (a) are performed. The results are shown in tables 1 to 3 below.

The samples used in "evaluation 1. minimum transmittance and maximum absorption wavelength of the composition and cured product thereof" were used as the samples for evaluation before curing.

In the cured evaluation sample, the exposure amount was 700mJ/cm²The sample (2) used was a sample for evaluation after curing prepared in "evaluation 1. minimum transmittance and maximum absorption wavelength of the composition and cured product thereof" above.

In the cured sample for evaluation, the exposure amount was 3000mJ/cm²The sample (1) was prepared by irradiating 3000mJ/cm to the cured sample prepared in the above "evaluation 1. minimum transmittance and maximum absorption wavelength of composition and cured product thereof²The same method was used except for the exposure amount of ultraviolet ray (2).

Evaluation 3. crimpability

A sample for evaluation prepared by the same method as "evaluation 1. maximum absorption wavelength of cured product" was cut into a 10cm square, and first, the left half (5cm amount) was pressed against a glass plate to measure the height of each of the two right corners of the warp, and then, the right half (5cm amount) was pressed against a glass plate to measure the height of each of the two left corners of the warp, and the average (unit: mm) of the 4 measured values was set as the curl.

Whether or not warpage occurs was visually evaluated, and evaluation was performed according to the following criteria. The results are shown in tables 1 to 3 below.

O: average of 4 corners is less than 10mm

X: the average of 4 corners is more than 10mm

When the curl property is evaluated to "good", it means that the cured product has less curl and is excellent in curl property.

Evaluation 4 flexibility

A sample for evaluation prepared by the same method as "evaluation 1. maximum absorption wavelength of cured product" was cut into a 10cm square, wound around a metal rod having a diameter of 10mm, and visually evaluated for the absence of cracks according to the following criteria. The results are shown in tables 1 to 3 below.

O: without cracks

X: has cracks

When the flexibility is evaluated to "good", it means that the cured product has excellent flexibility.

Evaluation 5 solvent resistance

A cotton swab impregnated with acetone was rubbed against the cured film of the composition of the evaluation sample prepared by the same method as "evaluation 1. maximum absorption wavelength of cured product" and the dye migration after 10 round trips was visually observed, and the evaluation was performed according to the following criteria. The results are shown in tables 1 to 3 below.

O: without color shift

X: has color shift

When the solvent resistance is "good", it means that the cured product is excellent in that the color change with time is small.

Evaluation 6 maximum absorption wavelength of dye monomer

The maximum absorption wavelength described in the columns for the above-mentioned dyes (C-1 to C-6) was measured by the following method.

First, a dye solution was prepared by dissolving the dye solution in chloroform (ethanol as C-2) so that the transmittance at the maximum absorption wavelength after dissolution was about 5% (3% to 7%).

Then, the dye solution was filled in a quartz cell (optical path length 10mm, thickness 1.25mm), and the transmittance was measured with a spectrophotometer (for example, Japanese Spectroscopy visible ultraviolet absorptiometer V-670), to obtain a wavelength (maximum absorption wavelength) at which the transmittance becomes the minimum value in a wavelength range of 380nm to 780 nm.

[ Table 1]

[ Table 2]

[ Table 3]

As can be seen from tables 1 to 2, the compositions of examples 1 to 13 have maximum absorption wavelengths at 450nm or more and less than 550 nm.

Further, it was confirmed that the compositions of examples 1 to 13 exhibited less change in transmittance before and after curing than the compositions of comparative examples 1 to 2, and that cured products having excellent light absorption in a wavelength region of 450nm or more and less than 550nm were obtained.

In addition, it was confirmed that the compositions of examples 1 to 12 were carried out at 3000mJ/cm in comparison with comparative examples 1 to 2²The absolute value of the difference in the minimum transmittance between before and after curing is also small in the case of the exposure treatment of (3).

Although not shown in the table, the evaluation described in "evaluation 2" above was performed on the absolute value of the difference between the minimum transmittance of the cured product and the minimum transmittance of the composition "in examples (examples 1-1, examples 1-2, and examples 1-3) in which the content of the pigment in example 1 was set to 0.05 parts by mass, 0.1 parts by mass, and 0.2 parts by mass, and comparative examples (comparative examples 1-1, 1-2, and 1-3) in which the content of the pigment in comparative example 1 was set to 0.05 parts by mass, 0.1 parts by mass, and 0.2 parts by mass.

As a result, the concentration of the water was 700mJ/cm²And 3000mJ/cm²In any of the evaluations of (1-1) to (1-3), it was confirmed that the absolute value of the difference in transmittance was smaller by 1.0% or more than that in comparative examples 1-1 to 1-3 in which the content of the dye was the same.

From these results, it was confirmed that the composition can absorb light of a specific wavelength to improve color purity, for example, improve color purity of blue light emission and green light emission, and is particularly useful for an optical filter having excellent color reproducibility of an image display device.

It was confirmed from the evaluation of crimpability of examples 1 to 13 and comparative examples 1 to 2 that the compositions of examples 1 to 13 were excellent in adhesiveness and were reduced in curing shrinkage.

From the evaluation of the flexibility in examples 1 to 13 and comparative examples 1 to 2, it was confirmed that the compositions of examples 1 to 13 have good flexibility and are particularly useful for, for example, optical filters used in image display devices having flexibility.

As can be seen from the evaluation of solvent resistance in comparative examples 3 to 4 of examples 1 to 13, it was confirmed that the composition containing a cationically polymerizable component can form a three-dimensionally crosslinked coating film and can provide a cured product having excellent durability such as dye retention performance.

As can be seen from Table 3, the compositions of examples 14 to 18 have maximum absorption wavelengths at 450nm or more and less than 550 nm. It was confirmed that, even when a plurality of pigments having different maximum absorption wavelengths were mixed as in examples 15 to 18, the two pigments did not aggregate, and a cured product having the maximum absorption wavelength of each pigment was obtained.

Further, it was confirmed that the compositions of examples 14 to 18 showed less change in transmittance before and after curing as compared with the compositions of comparative examples 1 to 2, and that cured products having excellent light absorption in a wavelength region of 450nm or more and less than 550nm were obtained.

In addition, it was confirmed that the compositions of examples 14 to 18 were carried out at 3000mJ/cm even when compared with comparative examples 1 to 2²The absolute value of the difference in the minimum transmittance between before and after curing is also small in the case of the exposure treatment of (3).

From these results, it was confirmed that the compositions of examples 14 to 18 can absorb light of a specific wavelength to improve color purity, for example, improve color purity of blue light emission and green light emission, and are particularly useful for an optical filter having excellent color reproducibility of an image display device.

It was confirmed from the evaluation of crimpability of examples 14 to 18 and comparative examples 1 to 2 that the compositions of examples 14 to 18 were excellent in adhesiveness and were reduced in curing shrinkage.

From the evaluation of the flexibility in examples 14 to 18 and comparative examples 1 to 2, it was confirmed that the compositions in examples 14 to 18 have good flexibility and are particularly useful for, for example, optical filters used in image display devices having flexibility.

As can be seen from the evaluation of solvent resistance in examples 14 to 18 and comparative examples 3 to 4, it was confirmed that the composition containing a cationically polymerizable component can form a three-dimensionally crosslinked coating film and can provide a cured product having excellent durability such as dye retention performance.

Claims

1. A composition, comprising:

pigment, a,

A cationically polymerizable component, and

an acid generator.

2. The composition according to claim 1, wherein the dye comprises a pyrromethene-based dye or a cyanine-based dye.

3. The composition according to claim 2, wherein the pyrromethene-based dye is a compound represented by the following general formula (101),

the cyanine dye is a compound represented by the following general formula (102),

in the formula, R¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a sulfo group, a salt of a sulfo group, an aliphatic hydrocarbon group having 1 to 30 carbon atoms, an aromatic cyclic hydrocarbon group having 6 to 30 carbon atoms, an aliphatic heterocyclic group having 3 to 30 carbon atoms, an aromatic heterocyclic group having 3 to 30 carbon atoms, or

R¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵And R¹⁰⁶Each independently represents a group in which one or two or more hydrogen atoms in the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group, the aliphatic heterocyclic group or the aromatic heterocyclic group are substituted with a substituent, or a group in which one or two or more methylene groups in the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group, the aliphatic heterocyclic group or the aromatic heterocyclic group are substituted with a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-O-, -NR' -,>P＝O、-S-S-、-SO₂or a group obtained by substituting a group obtained by combining them under the condition that oxygen atoms are not adjacent,

r' represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,

the substituent for substituting one or more hydrogen atoms in the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group, the aliphatic heterocyclic group and the aromatic heterocyclic group is an ethylenically unsaturated group, a halogen atom, an acyl group, an acyloxy group, a substituted amino group, a sulfonamide group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, a mercapto group, an imide group, a carbamoyl group, a sulfonamide group, a phosphonic acid group, a phosphoric acid group, or a salt of a carboxyl group, a sulfo group, a phosphonic acid group or a phosphoric acid group,

X¹⁰¹represents a group having a valence of 3,

Y¹⁰¹represents a group bonded to M,

n represents an integer of 1 to 3;

A-Q-A' (102)

pAn^-q

wherein A represents a group selected from (a), (b), (c), (d), (e), (f), (g), (h), (I), (j), (k), (l) and (m) of the following group I,

An^q-represents an anion of valency q, q represents 1 or 2, and p represents a coefficient for keeping the charge neutral;

group I

In the formula, ring C represents a benzene ring, a naphthalene ring, a phenanthrene ring or a pyridine ring,

denotes a bonding site;

group II

In the formula, ring C' represents a benzene ring, a naphthalene ring, a phenanthrene ring or a pyridine ring,

denotes a bonding site.

4. The composition according to claim 3, wherein the pigment is a pigment having a maximum absorption wavelength at 450nm or more and less than 550 nm.

5. The composition according to any one of claims 2 to 4, wherein the pigment comprises a porphyrazine-based pigment,

the porphyrazine-based dye is a compound represented by the following general formula (1),

in the formula, R³⁰¹、R³⁰²、R³⁰³、R³⁰⁴、R³⁰⁵、R³⁰⁶、R³⁰⁷And R³⁰⁸Each independently represents a hydrogen atom, a halogen atom, a cyano group, an amino group, an alkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, a heteroaryl group having 2 to 30 carbon atoms, or a group obtained by substituting one or two or more hydrogen atoms in these groups with a substituent,

the substituent for substituting one or two or more hydrogen atoms in the alkyl group, the alkoxy group, the aryl group, the aryloxy group and the heteroaryl group is an ethylenically unsaturated group, a halogen atom, an acyl group, an acyloxy group, a substituted amino group, a sulfonamide group, a sulfonyl group, a carboxyl group, a cyano group, a sulfo group, a hydroxyl group, a nitro group, a mercapto group, an imide group, a carbamoyl group, a sulfonamide group, a phosphonic acid group, a phosphoric acid group, or a salt of a carboxyl group, a sulfo group, a phosphonic acid group, a phosphoric acid group,

m represents 2 hydrogen atoms, 2 metal atoms having a valence of 1,2 metal atoms having a valence of 2, or a 3-or 4-valent metal compound.

6. The composition according to any one of claims 1 to 5, wherein the pigment is contained in an amount of 0.01 part by mass or more and 10 parts by mass or less per 100 parts by mass of solid content of the composition,

the cationic polymerizable component is contained in an amount of 50 parts by mass or more per 100 parts by mass of the solid content of the composition,

the acid generator is contained in an amount of 0.01 to 10 parts by mass per 100 parts by mass of the solid content of the composition.

7. The composition according to any one of claims 1 to 6, wherein the acid generator comprises a photoacid generator represented by the following general formula (2),

in the formula, R²¹、R²²、R²³、R²⁴、R²⁵、R²⁶、R²⁷、R²⁸、R²⁹、R³⁰、R³¹、R³²、R³³And R³⁴Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an ester group having 2 to 10 carbon atoms,

R³⁵represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, and any substituent selected from the following formulae (A) to (C),

An1^q1-an anion representing the valence q1,

q1 represents an integer of 1 or 2,

p1 represents a coefficient for making the charge neutral;

in the formula, R¹²¹、R¹²²、R¹²³、R¹²⁴、R¹²⁵、R¹²⁶、R¹²⁷、R¹²⁸、R¹²⁹、R¹³⁰、R¹³¹、R¹³²、R¹³³、R¹³⁴、R¹³⁶、R¹³⁷、R¹³⁸、R¹³⁹、R¹⁴⁰、R¹⁴¹、R¹⁴²、R¹⁴³And R¹⁴⁴、R¹⁴⁵、R¹⁴⁶、R¹⁴⁷、R¹⁴⁸And R¹⁴⁹Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an ester group having 2 to 10 carbon atoms,

denotes a bonding position to S in formula (2).

8. The composition according to any one of claims 1 to 7, wherein the cationically polymerizable component contains at least one selected from an epoxy compound and an oxetane compound.

9. The composition of claim 8, wherein the epoxy compound comprises at least one of a cycloaliphatic epoxy compound and an aliphatic epoxy compound.

10. The composition according to claim 9, wherein the total content of the alicyclic epoxy compound and the aliphatic epoxy compound is 50 parts by mass or more per 100 parts by mass of the epoxy compound.

11. The composition of any one of claims 1 to 10, wherein the composition is used in an optical filter.

12. A cured product of the composition according to any one of claims 1 to 11.

13. An optical filter comprising a light-absorbing layer comprising the cured product according to claim 12.

14. A method for producing a cured product, comprising a step of curing the composition according to any one of claims 1 to 11.